Tag: M.W=300-400

Reference of 374930-88-8 , The common heterocyclic compound, 374930-88-8, name is tert-Butyl 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate, molecular formula is C13H19BrN4O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Tri-isopropyl borate (1.18 g, 6.25 mmol) was added, dropwise to a magnetically stirred solution of 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate (1.72 g, 5.00 mmol) in THF (15 mL). The mixture was cooled to -70 oC and butyl lithium (3.91 mL, 6.25 mmol) was added, dropwise maintaining the temperature at -60 oC over 15 minutes. The mixture was then warmed to -20 oC over 20 minutes followed by the addition of acetic acid (0.501 mL, 8.75 mmol). The reaction mixture was then evaporated and the resultant residue suspended in methanol (2 mL) and water (15 mL) to which hydrogen peroxide (0.870 mL of a 35% w/v solution in water, 49.4 mmol) was introduced, dropwise with vigorous stirring. The reaction was stirred for 18 hours and the resultant precipitate was filtered and washed with water. The solid was partitioned between dichloromethane and water and the separated organic phase was dried (MgSO4), filtered and concentrated to yield tert-butyl 4-(5-hydroxypyrimidin-2-yl)piperazine-1-carboxylate (1.32 g, 92%) as a white solid, NMR Spectrum: (DMSOd6) 1.46 (s, 9H), 3.43 (m, 4H), 3.61 (m, 4H), 8.09 (S, 2H), 9.30 (s, 1H); Mass Spectrum: M+H+ 281.

The synthetic route of 374930-88-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; De Savi, Chris; Waterson, David; Pape, Andrew; Lamont, Scott; Hadley, Elma; Mills, Mark; Page, Ken M.; Bowyer, Jonathan; Maciewicz, Rose A.; Bioorganic and Medicinal Chemistry Letters; vol. 23; 16; (2013); p. 4705 – 4712;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 262353-34-4 , The common heterocyclic compound, 262353-34-4, name is 2,4-Diiodopyrimidine, molecular formula is C4H2I2N2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

General procedure: Compound 4 (1equiv per iodine atom), NEt3 (0.5mL), CuI (6mol%), and Pd(PPh3)2Cl2 (6mol%) were added to iododiazine (1mmol) in THF (5mL). The suspension was stirred at room temperature overnight under nitrogen atmosphere. The suspension was then diluted with a mixture of water and dichloromethane (1:1, 20mL) and the organic layer separated. The aqueous layer was extracted with dichloromethane (2¡Á20mL). The combined organic extracts were dried over MgSO4, filtered, and evaporated.

The synthetic route of 262353-34-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gauthier, Sebastien; Vologdin, Nikolay; Achelle, Sylvain; Barsella, Alberto; Caro, Bertrand; Robin-Le Guen, Francoise; Tetrahedron; vol. 69; 39; (2013); p. 8392 – 8399;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 934524-10-4, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.934524-10-4, name is 2,4-Dichloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine, molecular formula is C13H9Cl2N3O2S, molecular weight is 342.2, as common compound, the synthetic route is as follows.

To a solution of 8 (0.80 g, 4.26 mmol), 4-methylthiophene-2-boronic acid (0.60 g, 4.26 mmol) and Pd(PPh3)4 (0.49 g, 0.43 mmol) in DMF was added Na2CO3 (2.0 M, 3.6 mL). The reaction mixture was heated 1 h at 120 0C and then cooled to room temperature. The resulting mixture was filtered through a pad of silica gel. The filtrate was concentrated and purified by silica gel chromatography (hexanes/EtOAc 100:0 to 70:30 gradient) to afford the title compound as a yellow solid (0.58 g, 55%). [0138] 1H NMR (500 MHz, DMSO-d6): delta 2.29 (s, 3H), 2.37 (s, 3H), 7.42 (d, J = 4.1 Hz, IH), 7.49 (d, J = 8.3 Hz, 2H), 7.55 (s, IH), 8.03 (d, J= 8.4 Hz, 2H), 8.07 (s, IH), 8.09 (d, J — 4.1 Hz, 2H) MS (ES+): m/z 404 (M+H)+

The chemical industry reduces the impact on the environment during synthesis 934524-10-4, I believe this compound will play a more active role in future production and life.

Reference:
Patent; TARGEGEN INC.; WO2009/49028; (2009); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 374930-88-8, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 374930-88-8, name is tert-Butyl 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

Step 2: ferf-Butyl 4-(5-cyanopyrimidin-2-yl)piperazine-l -carboxylate; Into a 200 mL pressure flask equipped with a magnetic stir bar was added tert- butyl 4-(5-bromopyrimidin-2-yl)piperazine-l-carboxylate (5.0 g, 14.6 mmol) and DMF (73 mL). Copper(I) cyanide (2.6 g, 29.0 mmol) was added and the flask was sealed and heated to 140 0C for 19 h. The reaction mixture was diluted with water (100 mL) and EtOAc (75 mL) and filtered through a short plug of celite on a sintered glass funnel under vacuum. The filtrate was poured into a 250 mL separatory funnel containing water (50 mL) and the aqueous layer was extracted with EtOAc (3 x 75 mL). The combined organic layers were washed with brine, dried over MgSO4, filtered and concentrated under reduced pressure. Purification by column chromatography through silica gel, eluting with 0% EtOAc in hexanes to 40% EtOAc in hexanes as a gradient provided the desired compound. MS (ESI, Q+) m/z 312 (M + Na).

According to the analysis of related databases, 374930-88-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK FROSST CANADA LTD.; ISABEL, Elise; LACHANCE, Nicolas; LECLERC, Jean-Philippe; LEGER, Serge; OBALLA, Renata, M.; POWELL, David; RAMTOHUL, Yeeman, K.; ROY, Patrick; TRANMER, Geoffrey, K.; ASPIOTIS, Renee; LI, Lianhai; MARTINS, Evelyn; WO2010/94126; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1337962-47-6, Adding some certain compound to certain chemical reactions, such as: 1337962-47-6, name is 5-Bromo-2,6-di(1H-pyrazol-1-yl)pyrimidin-4-amine,molecular formula is C10H8BrN7, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1337962-47-6.

A mixture of 8.9 mg (13.1 mu?iotaomicron) of Pd-PEPPSI-IPr-catalyst, 0.1 g (0.33 mmol) of 5-bromo-2,6- di(lH-pyrazol-l-yl)pyrimidin-4-amine (Example 1), 0.1 g (0.65 mmol) of cesium fluoride and activated, crushed 4A molecular sieves (33 mg) in a glass vial was purged with argon and 1 ml of dioxane was added. 0.15 (0.39 mmol) of 2-tributylstannylthiazole was then added and the reaction was stirred at 80C for 24 h. The mixture was filtered throw celite/CsF. The solvent was removed in vacuum. The residue was purified by column chromatography with silica gel and methylene chloride and methanol as eluent to give 47.9 mg (47.2 %) of the desired product.1H-RM (300 MHz, DMSO-d6): delta = 6.57 (dd, 1H), 6.58 (dd, 1H), 7.34 (d, 1H), 7.52 (s, 1H), 7.81 (d, 1H), 7.86 (d, 1H), 7.92 (d, 1H), 8.41 (s, 1H), 8.51 (d, 1H), 8.60 (d, 1H).

According to the analysis of related databases, 1337962-47-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PALOBIOFARMA, S.L.; CAMACHO GOMEZ, Juan Alberto; CASTRO-PALOMINO LARIA, Julio Cesar; WO2011/121418; (2011); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 139756-21-1, Children learn through play, and they learn more than adults might expect. Science experiments are a great way to spark their curiosity, 139756-21-1, Name is 5-(2-Ethoxyphenyl)-1-methyl-3-propyl-1H-pyrazolo[4,3-d]pyrimidin-7(6H)-one, SMILES is O=C1C(N(C)N=C2CCC)=C2N=C(C3=CC=CC=C3OCC)N1, belongs to pyrimidines compound. In a article, author is Liu, Songtao, introduce new discover of the category.

Regioselective synthesis of spirobarbiturate-dihydrofurans and dihydrofuro[2,3-d]pyrimidines via one-pot cascade reaction of barbiturate-based olefins and ethyl acetoacetate

Michael addition initiated ring closure reaction of barbiturate-base olefins and ethyl acetoacetate with NBS has been explored. Spirobarbiturate-dihydrofuans and dihydrofuro[2,3-d]pyrimidines were regioselectively synthesized via one-pot cascade reactions in the presence of DBU or potassium carbonate, respectively. (C) 2020 Elsevier Ltd. All rights reserved.

Application of 139756-21-1, One of the oldest and most widely used commercial enzyme inhibitors is aspirin, which selectively inhibits one of the enzymes involved in the synthesis of molecules that trigger inflammation. you can also check out more blogs about 139756-21-1.

Reference:
Pyrimidine | C4H4N2 – PubChem,
,Pyrimidine – Wikipedia

Synthetic Route of 1981-58-4, Enzymes are biological catalysts that produce large increases in reaction rates and tend to be specific for certain reactants and products. 1981-58-4, Name is Sulfamethazine sodium, SMILES is CC1=CC(C)=NC([N-]S(=O)(C2=CC=C(N)C=C2)=O)=N1.[Na+], belongs to pyrimidines compound. In a article, author is Padhy, Gopal Krishna, introduce new discover of the category.

2-Acetylbenzimidazole: a Valuable Synthon for the Synthesis of Biologically Active Molecules

Benzimidazole is an important moiety from a medicinal chemistry perspective due to its various biological activities such as antimicrobial, anti-cancer, anti-diabetic, anti-Alzheimers, and anti-inflammatory, etc. 2-acetylbenzimidazole is exploited to obtain various heterocyclic compounds of pharmacological interest. This review’s main motive is to present the literature on 2-acetylbenzimidazole chemistry and provide valuable and up-to-date information for its applications. The present review is carried out by compiling literature from 1964 to 2020 concerning the synthesis and biological aspects of various heterocyclic compounds derived from 2-acetylbenzimidazole. Literature was collected from various online search engines viz. Google Scholar, PubMed, Science Direct, Core, and Semantic scholar. 2-acetylbenzimidazole has been successfully employed as a synthon to obtain heterocyclic system viz. oxirane, pyrazoline, thiazole, pyrazole, isoxazoline, isoxazole, pyridine, pyrimidine, thiazine, diazepine, and other miscellaneous rings. 2-acetylbenzimidazole has shown promise for the convenient synthesis of various heterocyclic compounds. The reactions can be carried out on various reactive sites of 2-acetylbenzimidazole, which are the carbonyl group and the amino group. This review will help to explore various heterocyclic compounds and particularly in the synthesis of biologically useful compounds.

Synthetic Route of 1981-58-4, One of the oldest and most widely used commercial enzyme inhibitors is aspirin, which selectively inhibits one of the enzymes involved in the synthesis of molecules that trigger inflammation. you can also check out more blogs about 1981-58-4.

Reference:
Pyrimidine | C4H4N2 – PubChem,
,Pyrimidine – Wikipedia

Enzymes are biological catalysts that produce large increases in reaction rates and tend to be specific for certain reactants and products, Application In Synthesis of 4,6-Dichloro-5-(2-methoxyphenoxy)-2,2′-bipyrimidine, 150728-13-5, Name is 4,6-Dichloro-5-(2-methoxyphenoxy)-2,2′-bipyrimidine, molecular formula is C15H10Cl2N4O2, belongs to pyrimidines compound. In a document, author is Bellin, Leo, introduce the new discover.

Mechanisms of feedback inhibition and sequential firing of active sites in plant aspartate transcarbamoylase

Aspartate transcarbamoylase (ATC), an essential enzyme for de novo pyrimidine biosynthesis, is uniquely regulated in plants by feedback inhibition of uridine 5-monophosphate (UMP). Despite its importance in plant growth, the structure of this UMP-controlled ATC and the regulatory mechanism remain unknown. Here, we report the crystal structures of Arabidopsis ATC trimer free and bound to UMP, complexed to a transition-state analog or bearing a mutation that turns the enzyme insensitive to UMP. We found that UMP binds and blocks the ATC active site, directly competing with the binding of the substrates. We also prove that UMP recognition relies on a loop exclusively conserved in plants that is also responsible for the sequential firing of the active sites. In this work, we describe unique regulatory and catalytic properties of plant ATCs that could be exploited to modulate de novo pyrimidine synthesis and plant growth. Aspartate transcarbamoylase acts in de novo pyrimidine biosynthesis and in plants is regulated by feedback inhibition via uridine 5-monophosphate (UMP). Here Bellin et al. describe the structural basis for this feedback inhibition, showing that UMP blocks the active site by binding to a plant specific UMP recognition loop.

Balanced chemical reaction does not necessarily reveal either the individual elementary reactions by which a reaction occurs or its rate law. In my other articles, you can also check out more blogs about 150728-13-5. Application In Synthesis of 4,6-Dichloro-5-(2-methoxyphenoxy)-2,2′-bipyrimidine.

Reference:
Pyrimidine | C4H4N2 – PubChem,
,Pyrimidine – Wikipedia

The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature. COA of Formula: C18H26FN3O4S, 764659-72-5, Name is (2R,5S)-(1R,2S,5R)-2-Isopropyl-5-methylcyclohexyl 5-(4-amino-5-fluoro-2-oxopyrimidin-1(2H)-yl)-1,3-oxathiolane-2-carboxylate, SMILES is O=C([C@@H]1O[C@H](N2C=C(F)C(N)=NC2=O)CS1)O[C@H]3[C@H](C(C)C)CC[C@@H](C)C3, in an article , author is Gogula, Thirupathi, once mentioned of 764659-72-5.

Temperature-modulated selective C(sp(3))-H or C(sp(2))-H arylation through palladium catalysis

Transition metal-catalysed C-H bond functionalisations have been extensively developed in organic and medicinal chemistry. Among these catalytic approaches, the selective activation of C(sp(3))-H and C(sp(2))-H bonds is particularly appealing for its remarkable synthetic versatility, yet it remains highly challenging. Herein, we demonstrate the first example of temperature-dependent selective C-H functionalisation of unactivated C(sp(3))-H or C(sp(2))-H bonds at remote positions through palladium catalysis using 7-pyridyl-pyrazolo[1,5-a]pyrimidine as a new directing group. At 120 degrees C, C(sp(3))-H arylation was triggered by the chelation of a rare [6,5]-fused palladacycle, whereas at 140 degrees C, C(sp(2))-H arylation proceeded instead through the formation of a 16-membered tetramer containing four 7-pyridyl-pyrazolo[1,5-a]pyrimidine-palladium chelation units. The subsequent mechanistic study revealed that both C-H activations shared a common 6-membered palladacycle intermediate, which was then directly transformed to either the [6,5]-fused palladacycle for C(sp(3))-H activation at 120 degrees C or the tetramer for C(sp(2))-H arylation at 140 degrees C with catalytic amounts of Pd(OAc)(2) and AcOH. Raising the temperature from 120 degrees C to 140 degrees C can also convert the [6,5]-fused palladacycle to the tetramer with the above-mentioned catalysts, hence completing the C(sp(2))-H arylation ultimately.

But sometimes, even after several years of basic chemistry education, it is not easy to form a clear picture on how they govern reactivity! 764659-72-5, you can contact me at any time and look forward to more communication. COA of Formula: C18H26FN3O4S.

Reference:
Pyrimidine | C4H4N2 – PubChem,
,Pyrimidine – Wikipedia

Let’s face it, organic chemistry can seem difficult to learn. Especially from a beginner’s point of view. Like 330786-24-8, Name is 3-(4-Phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine. In a document, author is Hamed, E. O., introducing its new discovery. HPLC of Formula: C17H13N5O.

Heterocyclization of Cyanoacetamide Derivatives: Synthesis and Biological Activity of Novel Azoles and Azines

The intermolecular cyclization of N-benzyl-2-cyanoacetamide with carbon disulfide followed by intramolecular cyclization gave thioxothiazinone 3. This compound was used to synthesize a series of novel fused furopyrrole, pyridine, pyrimidine and other azine and azole derivatives. The Michael-type reaction of compound 3 with maleic anhydride followed by pyrrole and furan cyclizations and aromatization yielded polycyclic compound 7. The [3+3]-cycloaddition of benzylidene malononitrile and its derivative to compound 3 gave pyridothiazines 10-12. The ring opening in compound 3 under the action of urea or thiourea followed by pyrimidine cyclization and subsequent air oxidation resulted in the synthesis of oxa- and thiadiazolopyrimidinones 15 and 16, respectively. The reaction of compound 3 with H2O2 in a basic medium provided pyrimidine derivative 17. The oxidation of compound 3 with Br-2 in an acid medium led to bromo derivative 19. The synthesized novel compounds were characterized by elemental analysis and IR and H-1 and C-13 NMR spectroscopy and tested antibacterial and anticancer activities.

I hope this article can help some friends in scientific research. I am very proud of our efforts over the past few months and hope to 330786-24-8 help many people in the next few years. HPLC of Formula: C17H13N5O.

Reference:
Pyrimidine | C4H4N2 – PubChem,
,Pyrimidine – Wikipedia