Tag: 100-200

Application of 3934-20-1In 2022 ,《Strain-Release-Driven Friedel-Crafts Spirocyclization of Azabicyclo[1.1.0]butanes》 was published in Angewandte Chemie, International Edition. The article was written by Tyler, Jasper L.; Noble, Adam; Aggarwal, Varinder K.. The article contains the following contents:

The strain-release-driven Friedel-Crafts spirocyclization of azabicyclo[1.1.0]butane-tethered (hetero)aryls I (R = H, Me, Bn, allyl, triethylsilyl; R1 = Ph, 2-naphthyl, benzothiophen-2-yl, etc.) for the synthesis of a unique library of azetidine spiro-tetralins e.g., II was reported. The reaction was discovered to proceed through an unexpected interrupted Friedel-Crafts mechanism, generating a highly complex azabicyclo[2.1.1]hexane scaffold. This dearomatized intermediate, formed exclusively as a single diastereomer, can be subsequently converted to the Friedel-Crafts product upon electrophilic activation of the tertiary amine, or trapped as a Diels-Alder adduct in one-pot. The rapid assembly of mol. complexity demonstrated in these reactions highlights the potential of the strain-release-driven spirocyclization strategy to be utilized in the synthesis of medicinally relevant scaffolds. The experimental process involved the reaction of 2,4-Dichloropyrimidine(cas: 3934-20-1Application of 3934-20-1)

2,4-Dichloropyrimidine(cas: 3934-20-1) is a member of organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. They are generally not present in crude oils and are typically the result of additives, cleaning solutions or chemicals used for oil recovery.Application of 3934-20-1

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Recommanded Product: 3764-01-0In 2015 ,《Reaction of 3-aminopyrrole with chloropyrimidines to give pyrroloaminopyrimidines》 appeared in ARKIVOC (Gainesville, FL, United States). The author of the article were De Rosa, Michael; Arnold, David; Wright, Austin Cameron; Son, Young. The article conveys some information:

Reaction of 3-aminopyrrole with chloropyrimidines occurred only at the 3-amino group. The activating group(s) (Cl, NO2 or CF3), their relative positions (C4/C6, C2, or C5), and the effect of added base (DIPEA) or acetic acid on the course of the reaction, was studied. When chloro groups were present on both C4/C6 and C2, the only or major product was from the displacement of the C4/C6 chloro group. Only in the reaction of 2,4,6-trichloropyrimidine was substitution at C2 competitive with reaction at C6. Both chloro groups of 2,4-dichloro-3-nitropyrimidine were displaced to give a novel compound with three-linked heterocyclic rings. Reactions of less reactive chloropyrimidines appeared to be favored by acid catalysis. The experimental process involved the reaction of 2,4,6-Trichloropyrimidine(cas: 3764-01-0Recommanded Product: 3764-01-0)

2,4,6-Trichloropyrimidine(cas: 3764-01-0) is a member of organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. They are generally not present in crude oils and are typically the result of additives, cleaning solutions or chemicals used for oil recovery.Recommanded Product: 3764-01-0

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application In Synthesis of 4,6-DichloropyrimidineIn 2019 ,《Design, Synthesis, and Structure-Activity Relationship of New Arylpyrazole Pyrimidine Ether Derivatives as Fungicides》 appeared in Journal of Agricultural and Food Chemistry. The author of the article were Zhang, Pengfei; Guan, Aiying; Xia, Xiaoli; Sun, Xufeng; Wei, Siyuan; Yang, Jinlong; Wang, Junfeng; Li, Zhinian; Lan, Jie; Liu, Changling. The article conveys some information:

To explore a novel fungicide effectively against cucumber downy mildew (CDM), a series of new arylpyrazole containing pyrimidine ether derivatives were designed and synthesized by employing the intermediate derivatization method (IDM). The structures of synthesized compounds were identified by 1H NMR, 13C NMR, elemental analyses, MS, and X-ray diffraction. Bioassays demonstrated that some of the title compounds exhibited excellent fungicidal activities against CDM. Especially, compound I (EC50 = 1.22 mg/L) displayed significantly higher bioactivity than that of com. fungicides diflumetorim and flumorph and nearly equal effect to that of cyazofamid. The relationship between the structure and fungicidal activity of the synthesized compounds was discussed as well. The study showed that compound I was a promising fungicide candidate for further development. In addition to this study using 4,6-Dichloropyrimidine, there are many other studies that have used 4,6-Dichloropyrimidine(cas: 1193-21-1Application In Synthesis of 4,6-Dichloropyrimidine) was used in this study.

4,6-Dichloropyrimidine(cas: 1193-21-1) is a member of organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. They are generally not present in crude oils and are typically the result of additives, cleaning solutions or chemicals used for oil recovery.Application In Synthesis of 4,6-Dichloropyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

《A short de novo synthesis of nucleoside analogs》 was written by Meanwell, Michael; Silverman, Steven M.; Lehmann, Johannes; Adluri, Bharanishashank; Wang, Yang; Cohen, Ryan; Campeau, Louis-Charles; Britton, Robert. HPLC of Formula: 1193-21-1 And the article was included in Science (Washington, DC, United States) in 2020. The article conveys some information:

Nucleoside analogs are commonly used in the treatment of cancer and viral infections. Their syntheses benefit from decades of research but are often protracted, unamenable to diversification, and reliant on a limited pool of chiral carbohydrate starting materials. We present a process for rapidly constructing nucleoside analogs from simple achiral materials. Using only proline catalysis, heteroaryl-substituted acetaldehydes are fluorinated and then directly engaged in enantioselective aldol reactions in a one-pot reaction. A subsequent intramol. fluoride displacement reaction provides a functionalized nucleoside analog. The versatility of this process is highlighted in multigram syntheses of D- or L-nucleoside analogs, locked nucleic acids, iminonucleosides, and C2′- and C4′-modified nucleoside analogs. This de novo synthesis creates opportunities for the preparation of diversity libraries and will support efforts in both drug discovery and development. In the experiment, the researchers used 4,6-Dichloropyrimidine(cas: 1193-21-1HPLC of Formula: 1193-21-1)

4,6-Dichloropyrimidine(cas: 1193-21-1) is a member of organic chlorides. Organic chloride content in crude oil can be detected through specialized laboratory analysis. Care and attention are essential while sampling and testing.HPLC of Formula: 1193-21-1

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In 2019,Beilstein Journal of Organic Chemistry included an article by Sisulins, Andrejs; Bucevieius, Jonas; Tseng, Yu-Ting; Novosjolova, Irina; Traskovskis, Kaspars; Bizdena, Erika; Chang, Huan-Tsung; Tumkevieius, Sigitas; Turks, Maris. Electric Literature of C6H3Cl2N3. The article was titled 《Synthesis and fluorescent properties of N(9)-alkylated 2-amino-6-triazolylpurines and 7-deazapurines》. The information in the text is summarized as follows:

The synthesis of novel fluorescent N(9)-alkylated 2-amino-6-triazolylpurine and 7-deazapurine derivatives is described. A new C(2)-regioselectivity in the nucleophilic aromatic substitution reactions of 9-alkylated-2,6-diazidopurines and 7-deazapurines with secondary amines has been disclosed. The obtained intermediates, 9-alkylated-2-amino-6-azido-(7-deaza)purines, were transformed into the title compounds by CuAAC reaction. The designed compounds belong to the push-pull systems and possess promising fluorescence properties with quantum yields in the range from 28% to 60% in acetonitrile solution Due to electron-withdrawing properties of purine and 7-deazapurine heterocycles, which were addnl. extended by triazole moieties, the compounds with electron-donating groups showed intramol. charge transfer character (ICT/TICT) of the excited states which was proved by solvatochromic dynamics and supported by DFT calculations In the 7-deazapurine series this led to increased fluorescence quantum yield (74%) in THF solution The compounds exhibit low cytotoxicity and as such are useful for the cell labeling studies in the future. In addition to this study using 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine, there are many other studies that have used 2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine(cas: 90213-66-4Electric Literature of C6H3Cl2N3) was used in this study.

2,4-Dichloro-7H-pyrrolo[2,3-d]pyrimidine(cas: 90213-66-4) belongs to pyrimidine. Pyrimidine derivatives also play an important role in drug development, either in concert with other compounds or on their own. Electric Literature of C6H3Cl2N3They have been used in a wide variety of pharmaceuticals including general anesthetics, anti-epilepsy medication, anti-malaria medication, drugs for treating high blood pressure, and HIV medication.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In 2017,Leitch, Jamie A.; McMullin, Claire L.; Paterson, Andrew J.; Mahon, Mary F.; Bhonoah, Yunas; Frost, Christopher G. published 《Ruthenium-Catalyzed para-Selective C-H Alkylation of Aniline Derivatives》.Angewandte Chemie, International Edition published the findings.Safety of 2,4,6-Trichloropyrimidine The information in the text is summarized as follows:

The para-selective C-H alkylation of aniline derivatives furnished with a pyrimidine auxiliary is herein reported. This reaction is proposed to take place via an N-H-activated cyclometalate formed in situ. Exptl. and DFT mechanistic studies elucidate a dual role of the ruthenium catalyst. Here the ruthenium catalyst can undergo cyclometalation by N-H metalation (as opposed to C-H metalation in meta-selective processes) and form a redox active ruthenium species, to enable site-selective radical addition at the para position. The results came from multiple reactions, including the reaction of 2,4,6-Trichloropyrimidine(cas: 3764-01-0Safety of 2,4,6-Trichloropyrimidine)

2,4,6-Trichloropyrimidine(cas: 3764-01-0) is a member of organic chlorides. Organic chloride content in crude oil can be detected through specialized laboratory analysis. Care and attention are essential while sampling and testing.Safety of 2,4,6-Trichloropyrimidine

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

《Synthesis, characterization and biological evaluation of some novel carboxamide derivatives of pyrazole》 was published in World Journal of Pharmaceutical Research in 2020. These research results belong to Arvadiya, Abhishek; Patel, Bony; Patel, Khyati; Zala, Mayursinh. Product Details of 1193-21-1 The article mentions the following:

A series of I [R = Ph, 4-fluorophenyl,…etc] was synthesized by using different acids. All steps were synthesized by green procedure with excellent yield. Product obtained were characterised by means of the NMR, IR and Mass spectral anal. The synthesized compounds were evaluated for their in-vitro antimicrobial activity against different bacterial and fungal strains using Mueller-Hinton Broth dilution method and also invitro antitubercular activity was performed. The results came from multiple reactions, including the reaction of 4,6-Dichloropyrimidine(cas: 1193-21-1Product Details of 1193-21-1)

4,6-Dichloropyrimidine(cas: 1193-21-1) is a member of organic chlorides. Almost all organochlorine compounds are synthesized. It is widely used as intermediates, solvents and pesticides of chemical synthetic products.Product Details of 1193-21-1

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In 2019,Journal of the American Chemical Society included an article by Fawcett, Alexander; Murtaza, Amna; Gregson, Charlotte H. U.; Aggarwal, Varinder K.. Computed Properties of C4H2Cl2N2. The article was titled 《Strain-Release-Driven Homologation of Boronic Esters: Application to the Modular Synthesis of Azetidines》. The information in the text is summarized as follows:

Azetidines are important motifs in medicinal chem., but there are a limited number of methods for their synthesis. Herein, the authors present a new method for their modular construction by exploiting the high ring strain associated with azabicyclo[1.1.0]butane. Generation of azabicyclo[1.1.0]butyl lithium followed by its trapping with a boronic ester gives an intermediate boronate complex which, upon N-protonation with acetic acid, undergoes 1,2-migration with cleavage of the central C-N bond to relieve ring strain. The methodol. is applicable to primary, secondary, tertiary, aryl, and alkenyl boronic esters and occurs with complete stereospecificity. The homologated azetidinyl boronic esters can be further functionalized through reaction of the N-H azetidine, and through transformation of the boronic ester. The methodol. was applied to a short, stereoselective synthesis of the azetidine-containing pharmaceutical, cobimetinib. After reading the article, we found that the author used 2,4-Dichloropyrimidine(cas: 3934-20-1Computed Properties of C4H2Cl2N2)

2,4-Dichloropyrimidine(cas: 3934-20-1) is a member of organic chlorides. Almost all organochlorine compounds are synthesized. It is widely used as intermediates, solvents and pesticides of chemical synthetic products.Computed Properties of C4H2Cl2N2

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

The author of 《Formation of Pyrimidines by Use of Nitromalonic Aldehyde》 were Hale, William J.; Brill, Harvey C.. And the article was published in Journal of the American Chemical Society in 1912. Product Details of 14001-69-5 The author mentioned the following in the article:

Urea and Na nitromalonic aldehyde in H2O condense in presence of a little piperidine to nitromalonic aldehyde monoureide, NH2CON : C2H2(NO2)CHO, m. 154° (corrected). Sodium salt + 3 H2O. On passing dry HCl into an alc. solution of nitromalonic aldehyde nonanil and urea, there appeared nitromalonic aldehyde ureideanil, PhN : CCH(NO2)CH:NCONH2, red, needle-like crystals m. 211° (corrected). Nitromalonic aldehyde ureideoxime, yellow leaf-like crystals, m. 174-5° (corrected). On treating the monourcide with phenylhydrazine, the urea nucleus was displaced and 1-phenyl-4-nitropyrazole resulted. The mother liquor from the nitromalonic aldehyde monureide on standing slowly deposited 5-nitro-2-hydroxypyrimidine, HOC : NCH : CNO2, small yellow plates, m. 203.5° (corrected). Sodium salt + 2 H2O, red crystals. Potassium salt + H2O yellow prismatic crystals. Barium salt + 4 H2O, reddish brown. Silver salt, reddish yellow color. On warming the Na salt with MeI in alc., 5-nitro-2-methoxypyrimidine, platelike crystals m. 168-9° (corrected). Benzamidine hydrochloride, and Na nitromalonic nldehyde in H2O gave 5-nitro-2-phenylpyrimidine, soft plates m. 219° (corrected). Guanidine carbonate and Na nitromalonic aldehyde in presence of a little piperidine give a quant. yield of 5-nitro-2-aminopyrimidine, colorless needles, m. 236° (corrected); on b. with alkali, NH3 is evolved. 5-Nitro-2-acetylaminopyrimidine, crystals, m. 172-5° (corrected). On adding a little KOH to 5-nitro-2-aminopyrimidine in CS2, 5,5′-dinitro-2,2′-dipyrimidylthiocarbamide, leaflets, m. 230-1° (corrected) was obtained. Nitromalonic aldehyde monophenylureide, crystalline, 176-7° (corrected). Nitromalonic aldehyde monobenzylureide, crystalline, m. 150-1° (corrected). Nitromalonic aldehyde monomethylureide, yellow crystals. In the experimental materials used by the author, we found 2-Methoxy-5-nitropyrimidine(cas: 14001-69-5Product Details of 14001-69-5)

2-Methoxy-5-nitropyrimidine(cas: 14001-69-5) is a member of ether. Friedel Crafts reaction, for example, adds an alkyl or acyl group to aromatic ethers when they react with an alkyl or acyl halide in the presence of a Lewis acid as a catalyst.Product Details of 14001-69-5

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Maruyama, Tatsuya; Onda, Kenichi; Hayakawa, Masahiko; Matsui, Tetsuo; Takasu, Toshiyuki; Ohta, Mitsuaki published an article in European Journal of Medicinal Chemistry. The title of the article was 《Discovery of novel acetanilide derivatives as potent and selective β3-adrenergic receptor agonists》.Recommanded Product: 63155-11-3 The author mentioned the following in the article:

In the search for potent and selective human β3-adrenergic receptor (AR) agonists as potential drugs for the treatment of obesity and noninsulin-dependent (type II) diabetes, a novel series of acetanilide-based analogs were prepared and their biol. activities were evaluated at the human β3-, β2-, and β1-ARs. Among these compounds, 2-pyridylacetanilide, pyrimidin-2-ylacetanilide, and pyrazin-2-ylacetanilide derivatives exhibited potent agonistic activity at the β3-AR with functional selectivity over the β1- and β2-ARs. In particular, pyrimidin-2-ylacetanilide was found to be the most potent and selective β3-AR agonist with an EC50 value of 0.11 μM and no agonistic activity for either the β1- or β2-AR. In addition, these three compounds showed significant hypoglycemic activity in a rodent diabetic model. In the part of experimental materials, we found many familiar compounds, such as Ethyl 2-(pyrimidin-2-yl)acetate(cas: 63155-11-3Recommanded Product: 63155-11-3)

Ethyl 2-(pyrimidin-2-yl)acetate(cas: 63155-11-3) is a member of pyrimidine. Pyrimidine derivatives are an important class of N-heterocycles. They are well-known for their wide spectrum of promising biological activities such as antitumors, bactericidals, and fungicidal.Recommanded Product: 63155-11-3

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia