Category: 4595-59-9

The nomenclature of pyrimidines is straightforward. However, like other heterocyclics, tautomeric hydroxyl groups yield complications since they exist primarily in the cyclic amide form. 4595-59-9, formula is C4H3BrN2, Name is 5-Bromopyrimidine. For example, 2-hydroxypyrimidine is more properly named 2-pyrimidone. A partial list of trivial names of various pyrimidines exists. Name: 5-Bromopyrimidine.

Dilauro, Giuseppe;Azzollini, Claudia S.;Vitale, Paola;Salomone, Antonio;Perna, Filippo M.;Capriati, Vito research published 《 Scalable Negishi Coupling between Organozinc Compounds and (Hetero)Aryl Bromides under Aerobic Conditions when using Bulk Water or Deep Eutectic Solvents with no Additional Ligands》, the research content is summarized as follows. Pd-catalyzed Negishi cross-coupling reactions between organozinc compounds and (hetero)aryl bromides have been reported when using bulk water as the reaction medium in the presence of NaCl or the biodegradable choline chloride/urea eutectic mixture Both C(sp³)-C(sp²) and C(sp²)-C(sp²) couplings have been found to proceed smoothly, with high chemoselectivity, under mild conditions (room temperature or 60°C) in air, and in competition with protonolysis. Addnl. benefits include very short reaction times (20 s), good to excellent yields (up to 98%), wide substrate scope, and the tolerance of a variety of functional groups. The proposed novel protocol is scalable, and the practicability of the method is further highlighted by an easy recycling of both the catalyst and the eutectic mixture or water.

Name: 5-Bromopyrimidine, 5-Bromopyrimidine is a reactive intermediate that is used in the synthesis of 4-methoxyphenylboronic acid. 5-Bromopyrimidine has been shown to be nucleophilic, reacting with β-amino acids under basic conditions to form the corresponding 2-bromo amide. It also undergoes cross-coupling reactions with halides and can be used as a building block for other organic compounds. 5-Bromopyrimidine has optical properties that are characteristic of aromatic molecules, including strong absorption bands in the ultraviolet region and visible light region.
5-Bromopyrimidine undergoes direct metallation with lithuium diisopropylamide to yield 4-lithio-5-bromopyrimidine., 4595-59-9.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The pyrimidine ring system has wide occurrence in nature as substituted and ring fused compounds and derivatives, including the nucleotides cytosine, thymine and uracil, thiamine (vitamin B1) and alloxan. 4595-59-9, formula is C4H3BrN2, Name is 5-Bromopyrimidine. It is also found in many synthetic compounds such as barbiturates and the HIV drug, zidovudine. HPLC of Formula: 4595-59-9.

Dilauro, Giuseppe;Messa, Francesco;Bona, Fabio;Perrone, Serena;Salomone, Antonio research published 《 Cobalt-catalyzed cross-coupling reactions of aryl- and alkylaluminum derivatives with (hetero)aryl and alkyl bromides》, the research content is summarized as follows. A simple cobalt complex, such as Co(phen)Cl₂, turned out to be a highly efficient and cheap precatalyst for a host of cross-coupling reactions involving aromatic and aliphatic organoaluminum reagents with aryl, heteroaryl and alkyl bromides. New C(sp²)-C(sp²) and C(sp²)-C(sp³) bonds were formed in good to excellent yields and with high chemoselectivity, under mild reaction conditions.

HPLC of Formula: 4595-59-9, 5-Bromopyrimidine is a reactive intermediate that is used in the synthesis of 4-methoxyphenylboronic acid. 5-Bromopyrimidine has been shown to be nucleophilic, reacting with β-amino acids under basic conditions to form the corresponding 2-bromo amide. It also undergoes cross-coupling reactions with halides and can be used as a building block for other organic compounds. 5-Bromopyrimidine has optical properties that are characteristic of aromatic molecules, including strong absorption bands in the ultraviolet region and visible light region.
5-Bromopyrimidine undergoes direct metallation with lithuium diisopropylamide to yield 4-lithio-5-bromopyrimidine., 4595-59-9.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Pyrimidine is a nitrogenous base similar to benzene (a six-membered ring) and includes cytosine, thymine, and uracil as bases used for DNA or RNA. 4595-59-9, formula is C4H3BrN2, Name is 5-Bromopyrimidine. Pyrimidine also found in many synthetic compounds such as barbiturates and the HIV drug, zidovudine. Computed Properties of 4595-59-9.

Chen, Ya-Jing;Lei, Tao;Hu, Hui-Lan;Wu, Hao-Lin;Zhou, Shuai;Li, Xu-Bing;Chen, Bin;Tung, Chen-Ho;Wu, Li-Zhu research published 《 Tandem photoelectrochemical and photoredox catalysis for efficient and selective aryl halides functionalization by solar energy》, the research content is summarized as follows. Solar energy conversion is the most important chem. transformation for green and sustainable society. Represented herein is a coupled catalytic strategy for efficient, selective, and energy-saving organic transformations, i.e., a coupled photoelectrochem./photoredox setting with Sb₂(S,Se)₃ as a photocathode and N,N-bis(2,6-diisopropylphenyl)perylene-3,4,9,10-bis(dicarboximide) (PDI) as a photocatalyst shows full-solar-spectrum response extending visible and near-IR (Vis-NIR) light to 1,060 nm. At -0.84 V vs. SCE, the Vis-NIR photoexcited electron from Sb₂(S,Se)₃ reduces PDI to PDI·-. Then, the second photoexcitation by Vis light creates higher reducing PDI·-t (-1.86 V vs. SCE) for reduction of unactivated aryl halides. The resultant aryl radicals are applied for C-C, C-P, and C-B bond-forming reactions with excellent chemoselectivity and efficacy under external sacrificial agent-free conditions. This strategy not only utilizes full solar spectrum and surmounts the limited light absorption of photocatalysis, but also overcomes the high biased potential issue in electrocatalysis.

4595-59-9, 5-Bromopyrimidine is a reactive intermediate that is used in the synthesis of 4-methoxyphenylboronic acid. 5-Bromopyrimidine has been shown to be nucleophilic, reacting with β-amino acids under basic conditions to form the corresponding 2-bromo amide. It also undergoes cross-coupling reactions with halides and can be used as a building block for other organic compounds. 5-Bromopyrimidine has optical properties that are characteristic of aromatic molecules, including strong absorption bands in the ultraviolet region and visible light region.
5-Bromopyrimidine undergoes direct metallation with lithuium diisopropylamide to yield 4-lithio-5-bromopyrimidine., Computed Properties of 4595-59-9

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The systematic study of pyrimidines began in 1884 with Pinner, who synthesized derivatives by condensing ethyl acetoacetate with amidines. Pinner first proposed the name “pyrimidin” in 1885. 4595-59-9, formula is C4H3BrN2, Name is 5-Bromopyrimidine. The parent compound was first prepared by Gabriel and Colman in 1900, by conversion of barbituric acid to 2,4,6-trichloropyrimidine followed by reduction using zinc dust in hot water. Application In Synthesis of 4595-59-9.

Chong, Hui;Tan, Chuan;Fang, Siyu;Chen, Xichen;Tao, Qi;Yuan, Xiaohui;Li, Jinzhi;Zhai, Cunhui;Fei, Chengxin;Yang, Di;Fan, Hongying;Shao, Hongxia;Qin, Aijian;Wang, Guoxiu;Shi, Zhonghua;Z′hang, Ting;Yao, Hang;Li, Hualing;Wang, Chengyin research published 《 BODIPY-Appended Pt(II) Complexes with High Toxicities and Anti-chemoresistance Performances in a Cisplatin Resistant In Vivo Model》, the research content is summarized as follows. Two novel fluorophore (BODIPY)-bearing complexes, pyriplatin (mCBP) and pyrimidine-chelated cisplatin (dCBP), were synthesized and characterized. The addnl. BODIPY-pyridine/pyridimine motifs of the two Pt(II) complexes resulted in stronger interactions with DNA in comparison with those of cisplatin. mCBP and cisplatin caused relative decreases in life span and body length in a cisplatin resistant in vivo model, N2 (wild-type) Caenorhabditis elegans. In contrast, dCBP resulted in a dramatic reduction in the two physiol. parameters in N2 C. elegans, indicating high toxicity and sensitivity. The resistance factors (RF) of cisplatin, mCBP, and dCBP were determined to be 2.46, 1.04, and 0.91, resp. The increasing RF folds for mCBP and dCBP against cisplatin were 2.36 and 2.70, resp. This suggested they were featured with improved anti-chemoresistance capabilities. It is noteworthy that dCBP showed lowest lethal concentration (LC₅₀) values of 0.56 and 0.61 mM in cisplatin resistant and sensitive in vivo models, resp. Upregulation of several evolutionary conservation genes that regulate cisplatin chemoresistance through cisplatin effluxing, the DNA damage response, the unfolded protein response, and detoxification (asna-1, parp-1, enpl-1, and skn-1) was observed upon exposure to cisplatin but not to mCBP and dCBP. This could explain the improved anti-chemoresistance performances of synthesized Pt(II) complexes.

Application In Synthesis of 4595-59-9, 5-Bromopyrimidine is a reactive intermediate that is used in the synthesis of 4-methoxyphenylboronic acid. 5-Bromopyrimidine has been shown to be nucleophilic, reacting with β-amino acids under basic conditions to form the corresponding 2-bromo amide. It also undergoes cross-coupling reactions with halides and can be used as a building block for other organic compounds. 5-Bromopyrimidine has optical properties that are characteristic of aromatic molecules, including strong absorption bands in the ultraviolet region and visible light region.
5-Bromopyrimidine undergoes direct metallation with lithuium diisopropylamide to yield 4-lithio-5-bromopyrimidine., 4595-59-9.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The nomenclature of pyrimidines is straightforward. However, like other heterocyclics, tautomeric hydroxyl groups yield complications since they exist primarily in the cyclic amide form. 4595-59-9, formula is C4H3BrN2, Name is 5-Bromopyrimidine. For example, 2-hydroxypyrimidine is more properly named 2-pyrimidone. A partial list of trivial names of various pyrimidines exists. Related Products of 4595-59-9.

Christian, Alec H. research published 《 Metallaphotoredox-Catalyzed C-S Cross-Coupling between Heteroaryl Bromides and α-Thioacetic Acids to Access Biaryl Thioethers》, the research content is summarized as follows. Metallaphotoredox-catalyzed C-S cross-coupling between heteroaryl bromides RBr (R = quinolin-3-yl, pyrimidin-5-yl, pyridin-2-yl, 2-methyl-imidazo[1,2-a]pyridin-5-yl, etc.) and α-thioacetic acids R¹SC(R²R³)CO₂H (R¹ = 4-methoxyphenyl, pyridin-4-yl, benzo[d]oxazol-2-yl, etc.; R² = H, Me, Ph; R³ = H, Me) to form biaryl thioethers RSR¹ is described. This transformation allows for cross-coupling between building blocks containing reactive functional groups, nitrogen heterocycles, and pharmaceutically relevant scaffolds. Mechanistic experiments indicate a unique means by which this C-S cross-coupling occurs.

Related Products of 4595-59-9, 5-Bromopyrimidine is a reactive intermediate that is used in the synthesis of 4-methoxyphenylboronic acid. 5-Bromopyrimidine has been shown to be nucleophilic, reacting with β-amino acids under basic conditions to form the corresponding 2-bromo amide. It also undergoes cross-coupling reactions with halides and can be used as a building block for other organic compounds. 5-Bromopyrimidine has optical properties that are characteristic of aromatic molecules, including strong absorption bands in the ultraviolet region and visible light region.
5-Bromopyrimidine undergoes direct metallation with lithuium diisopropylamide to yield 4-lithio-5-bromopyrimidine., 4595-59-9.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The nomenclature of pyrimidines is straightforward. However, like other heterocyclics, tautomeric hydroxyl groups yield complications since they exist primarily in the cyclic amide form. 4595-59-9, formula is C4H3BrN2, Name is 5-Bromopyrimidine. For example, 2-hydroxypyrimidine is more properly named 2-pyrimidone. A partial list of trivial names of various pyrimidines exists. HPLC of Formula: 4595-59-9.

Clauss, Reike;Baweja, Saral;Gelman, Dmitri;Hey-Hawkins, Evamarie research published 《 Heterobimetallic Pd/Mn and Pd/Co complexes as efficient and stereoselective catalysts for sequential Cu-free Sonogashira coupling-alkyne semi-hydrogenation reactions》, the research content is summarized as follows. A series of heterobimetallic Pd^II/M^II complexes (M^II = Mn, Co) was synthesized and tested as precatalysts for sequential Sonogashira coupling-alkyne semi-hydrogenation reactions to form Z-aryl alkenes RCH=CHR¹ [R = Ph, 3,4,5-tri-MeOC₆H₂; R¹ = Ph, 4-MeC₆H₄, 2-thienyl, etc.]. The carbometalated heterobimetallic Pd^II/Co^II complex CoPdL3′ I demonstrated an apparent cooperative effect compared to the corresponding monometallic counterparts. This compound I was identified as a potent single-mol. catalyst for the one-pot Cu-free Sonogashira coupling of aryl bromides with terminal alkynes followed by chemo- and stereoselective semi-hydrogenation of the alkyne intermediate using NH₃·BH₃ as a hydrogen source. Furthermore, different aromatic substrates had been tested to show the generality of the reaction for the synthesis of Z-alkenes, including biol. active combretastatin A-4. In addition, the homogeneous nature of the catalytically active species was demonstrated.

4595-59-9, 5-Bromopyrimidine is a reactive intermediate that is used in the synthesis of 4-methoxyphenylboronic acid. 5-Bromopyrimidine has been shown to be nucleophilic, reacting with β-amino acids under basic conditions to form the corresponding 2-bromo amide. It also undergoes cross-coupling reactions with halides and can be used as a building block for other organic compounds. 5-Bromopyrimidine has optical properties that are characteristic of aromatic molecules, including strong absorption bands in the ultraviolet region and visible light region.
5-Bromopyrimidine undergoes direct metallation with lithuium diisopropylamide to yield 4-lithio-5-bromopyrimidine., HPLC of Formula: 4595-59-9

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Pyrimidine is an aromatic heterocyclic organic compound similar to pyridine. One of the three diazines (six-membered heterocyclics with two nitrogen atoms in the ring), it has the nitrogen atoms at positions 1 and 3 in the ring. 4595-59-9, formula is C4H3BrN2, Name is 5-Bromopyrimidine. The pyrimidine ring system has wide occurrence in nature as substituted and ring fused compounds and derivatives, including the nucleotides cytosine, thymine and uracil, thiamine (vitamin B1) and alloxan. Synthetic Route of 4595-59-9.

Cook, Xinlan A. F.;Pantaine, Loic R. E.;Blakemore, David C.;Moses, Ian B.;Sach, Neal W.;Shavnya, Andre;Willis, Michael C. research published 《 Base-Activated Latent Heteroaromatic Sulfinates as Nucleophilic Coupling Partners in Palladium-Catalyzed Cross-Coupling Reactions》, the research content is summarized as follows. Heteroaromatic sulfinates, e.g., I, are effective nucleophilic reagents in Pd(0)-catalyzed cross-coupling reactions with aryl halides e.g., 4-methoxy-bromobenzene. However, metal sulfinate salts can be challenging to purify and solubilize in reaction media, and are not tolerant to multi-step transformations. Here base-activated, latent sulfinate reagents: β-nitrile and β-ester sulfones were introduced. It was shown that, under the cross-coupling conditions, these species generate the sulfinate salt in situ, which then undergo efficient palladium-catalyzed desulfinative cross-coupling with (hetero)aryl bromides to deliver a broad range of biaryls, e.g., II. These latent sulfinate reagents have proven to be stable through multi-step substrate elaboration, and amenable to scale-up.

Synthetic Route of 4595-59-9, 5-Bromopyrimidine is a reactive intermediate that is used in the synthesis of 4-methoxyphenylboronic acid. 5-Bromopyrimidine has been shown to be nucleophilic, reacting with β-amino acids under basic conditions to form the corresponding 2-bromo amide. It also undergoes cross-coupling reactions with halides and can be used as a building block for other organic compounds. 5-Bromopyrimidine has optical properties that are characteristic of aromatic molecules, including strong absorption bands in the ultraviolet region and visible light region.
5-Bromopyrimidine undergoes direct metallation with lithuium diisopropylamide to yield 4-lithio-5-bromopyrimidine., 4595-59-9.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Pyrimidine is an aromatic heterocyclic organic compound similar to pyridine. One of the three diazines (six-membered heterocyclics with two nitrogen atoms in the ring), it has the nitrogen atoms at positions 1 and 3 in the ring. 4595-59-9, formula is C4H3BrN2, Name is 5-Bromopyrimidine. The pyrimidine ring system has wide occurrence in nature as substituted and ring fused compounds and derivatives, including the nucleotides cytosine, thymine and uracil, thiamine (vitamin B1) and alloxan. Quality Control of 4595-59-9.

Bugaenko, Dmitry I.;Yurovskaya, Marina A.;Karchava, Alexander V. research published 《 From Pyridine-N-oxides to 2-Functionalized Pyridines through Pyridyl Phosphonium Salts: An Umpolung Strategy》, the research content is summarized as follows. The reactions of pyridine-N-oxides with Ph₃P under the developed conditions provide an unprecedented route to (pyridine-2-yl)phosphonium salts. Upon activation with DABCO, these salts readily serve as functionalized 2-pyridyl nucleophile equivalent This umpolung strategy allows for the selective C2 functionalization of the pyridine ring with electrophiles, avoiding the generation and use of unstable organometallic reagents. The protocol operated at ambient temperature and tolerated sensitive functional groups, enabling the synthesis of otherwise challenging compounds

4595-59-9, 5-Bromopyrimidine is a reactive intermediate that is used in the synthesis of 4-methoxyphenylboronic acid. 5-Bromopyrimidine has been shown to be nucleophilic, reacting with β-amino acids under basic conditions to form the corresponding 2-bromo amide. It also undergoes cross-coupling reactions with halides and can be used as a building block for other organic compounds. 5-Bromopyrimidine has optical properties that are characteristic of aromatic molecules, including strong absorption bands in the ultraviolet region and visible light region.
5-Bromopyrimidine undergoes direct metallation with lithuium diisopropylamide to yield 4-lithio-5-bromopyrimidine., Quality Control of 4595-59-9

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Pyrimidine is an aromatic heterocyclic organic compound similar to pyridine. 4595-59-9, formula is C4H3BrN2, Name is 5-Bromopyrimidine. In nucleic acids, three types of nucleobases are pyrimidine derivatives: cytosine (C), thymine (T), and uracil (U). Synthetic Route of 4595-59-9.

Casimiro-Garcia, Agustin;Allais, Christophe;Brennan, Agnes;Choi, Chulho;Dower, Gabriela;Farley, Kathleen A.;Fleming, Margaret;Flick, Andrew;Frisbie, Richard K.;Hall, Justin;Hepworth, David;Jones, Hannah;Knafels, John D.;Kortum, Steve;Lovering, Frank E.;Mathias, John P.;Mohan, Sashi;Morgan, Paul M.;Parng, Chuenlei;Parris, Kevin;Pullen, Nick;Schlerman, Franklin;Stansfield, John;Strohbach, Joseph W.;Vajdos, Felix F.;Vincent, Fabien;Wang, Hong;Wang, Xiaolun;Webster, Robert;Wright, Stephen W. research published 《 Discovery of a Series of Pyrimidine Carboxamides as Inhibitors of Vanin-1》, the research content is summarized as follows. A diaryl ketone series was identified as vanin-1 inhibitors from a high-throughput screening campaign. While this novel scaffold provided valuable probe 2 that was used to build target confidence, concerns over the ketone moiety led to the replacement of this group. The successful replacement of this moiety was achieved with pyrimidine carboxamides derived from cyclic secondary amines that were extensively characterized using biophys. and crystallog. methods as competitive inhibitors of vanin-1. Through optimization of potency and physicochem. and ADME properties, and guided by co-crystal structures with vanin-1, 3 was identified with a suitable profile for advancement into preclin. development.

Synthetic Route of 4595-59-9, 5-Bromopyrimidine is a reactive intermediate that is used in the synthesis of 4-methoxyphenylboronic acid. 5-Bromopyrimidine has been shown to be nucleophilic, reacting with β-amino acids under basic conditions to form the corresponding 2-bromo amide. It also undergoes cross-coupling reactions with halides and can be used as a building block for other organic compounds. 5-Bromopyrimidine has optical properties that are characteristic of aromatic molecules, including strong absorption bands in the ultraviolet region and visible light region.
5-Bromopyrimidine undergoes direct metallation with lithuium diisopropylamide to yield 4-lithio-5-bromopyrimidine., 4595-59-9.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The systematic study of pyrimidines began in 1884 with Pinner, who synthesized derivatives by condensing ethyl acetoacetate with amidines. Pinner first proposed the name “pyrimidin” in 1885. 4595-59-9, formula is C4H3BrN2, Name is 5-Bromopyrimidine. The parent compound was first prepared by Gabriel and Colman in 1900, by conversion of barbituric acid to 2,4,6-trichloropyrimidine followed by reduction using zinc dust in hot water. Synthetic Route of 4595-59-9.

Borlinghaus, Niginia;Kaschel, Johannes;Klee, Johanna;Haller, Vanessa;Schetterl, Jasmin;Heitz, Stephanie;Lindner, Tanja;Dietrich, Justin D.;Braje, Wilfried M.;Jolit, Anais research published 《 Reagent and Catalyst Capsules: A Chemical Delivery System for Reaction Screening and Parallel Synthesis》, the research content is summarized as follows. Com. available hydroxypropyl methylcellulose capsules are employed as a fast, safe, and user-friendly chem. delivery system containing all reagents (catalyst, ligand, and base) for three important transition-metal-catalyzed reactions: Buchwald-Hartwig, Suzuki-Miyaura, and metallophotoredox C-N cross-coupling reactions. This encapsulation methodol. simplifies the screening of reaction conditions and the preparation of compound libraries using parallel synthesis in organic solvents or aqueous media. These reagents-containing HPMC capsules are easy to prepare, come in different sizes, and can be stored on the bench under noninert conditions.

Synthetic Route of 4595-59-9, 5-Bromopyrimidine is a reactive intermediate that is used in the synthesis of 4-methoxyphenylboronic acid. 5-Bromopyrimidine has been shown to be nucleophilic, reacting with β-amino acids under basic conditions to form the corresponding 2-bromo amide. It also undergoes cross-coupling reactions with halides and can be used as a building block for other organic compounds. 5-Bromopyrimidine has optical properties that are characteristic of aromatic molecules, including strong absorption bands in the ultraviolet region and visible light region.
5-Bromopyrimidine undergoes direct metallation with lithuium diisopropylamide to yield 4-lithio-5-bromopyrimidine., 4595-59-9.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia