Month: March 2022

Adding a certain compound to certain chemical reactions, such as: 3438-55-9, 5-Bromo-4-chloro-6-methylpyrimidine, 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, Computed Properties of C5H4BrClN2, blongs to pyrimidines compound. Computed Properties of C5H4BrClN2

Sodium methoxide (25 wt% solution in methanol, 1.83 mL, 16.0 mmol) was added to a solution of 5-bromo-4-chloro-6-methylpyrimidine (1.85 g, 8.92 mmol) in methanol (50 mL) and the reaction was stirred at ambient temperature for 1 hour. The reaction was quenched by the addition of pH 7 buffer. The majority of the methanol was removed under reduced pressure. The aqueous portion was diluted with water and was extracted with diethyl ether three times. The combined organic extracts were washed with brine, dried over Na2S04, filtered and concentrated to afford 5- bromo-4-methoxy-6-methylpyrimidine (1.43 g, 79%). ¹H NMR (CDC13, 400 MHz): 8 8.48 (s, 1H); 4.00 (s, 3H); 2.54 (s, 3H). MS (ES) 204(M+1).

The synthetic route of 3438-55-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INCYTE CORPORATION; WO2005/105814; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 149765-15-1, name is N-(4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)-2,2-dimethylpropionamide, molecular formula is C11H13ClN4O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. COA of Formula: C11H13ClN4O

4-Chloro-5-iodo-2-trimethylacetamido-pyrrolor2.3-(flpyrimidine (9b).4-Chloro-2-trimethylacetamido-pyrrolo[2,3-rf]pyrimidine (9a, 10.9 g, 43.24 mmol) was dissolved in anhydrous THF (120 mL) under nitrogen. After the addition of LambdaModosuccinimide (10.7 g, 47.56 mmol), the mixture was stirred at RT for 1 h. The solvent was then removed in vacuo. The residue dissolved in EtOAc (100 mL) and washed with 1 M sodium thiosulfate (3×100 mL). Column chromatography purification (2% MeOH in DCM, isocratic ) yielded 9b (12.9 g). 1H-NMR (DMSO-rfbeta): 1.2 (9H, s), 7.8 (IH, d, Ji = 4 Hz), 10.1 (IH, s), 12.7 (IH, s).

With the rapid development of chemical substances, we look forward to future research findings about 149765-15-1.

Reference:
Patent; BENNER, Steven, Albert; HUTTER, Daniel; LEAL, Nicole, Aurora; KARALKAR, Nilesh, Bhaskar; WO2010/110775; (2010); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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 74840-34-9, name is 4-Chloro-2-(methylthio)pyrimidine-5-carboxylic acid. This compound has unique chemical properties. The synthetic route is as follows. SDS of cas: 74840-34-9

0.35g (1.71mmol) of 4-chloro-2-(methylsulfanyl)pyrimidine-5-carboxylic acid was dissolved in 20mL dichloromethane solvent, 0.37g (2.94mm0l) oxalyl chloride was added, 1 drop DMF, stirred at room temperature for 6h and then under reduced pressure Evaporation of solvent and excess oxalyl chloride gave a yellow solid;This was dissolved in 20 mL of dichloromethane and then 0.22 g (1.21 mmol) of 5-[(methylamino)methyl]-1H-imidazole-4-ethylformate and 0.21 g (2.05 mmol) of triethylamine were added and stirred at room temperature After the reaction, it was poured into 30 mL of saturated sodium bicarbonate solution and extracted with dichloromethane (20 mL × 2). The combined organic phase was dried over anhydrous sodium sulfate and filtered. The solvent was evaporated under reduced pressure to give 5-((4-chloro-N-methyl-2-(methylsulfanyl)pyrimidine-5-carboxamido)methyl)-1H-imidazole-4-ethylformate was used directly in the next reaction.A solution of ethyl 5-((4-chloro-N-methyl-2-(methylsulfanyl)pyrimidine-5-carboxamido)methyl)-1H-imidazole-4-ethylformate in 20 mL of acetonitrile was added 0.58 g 4.22 mmol) anhydrous potassium carbonate and stirred at room temperature until the reaction was completed. The solvent was distilled off under reduced pressure.The residue was dissolved in 20 mL of methylene chloride, washed with 30 mL of saturated brine and dried over anhydrous sodium sulfate. After filtration, the solvent was distilled off under reduced pressure and the residue was purified by column chromatography (CH2C12: CH3COCH3 = 10: 1) to give a white solid The yield is 60percent.

With the rapid development of chemical substances, we look forward to future research findings about 74840-34-9.

Reference:
Patent; Beijing Normal University; The Chinese People’s Liberation Army Military Academy Of Medical Sciences Poison Pharmaceutical Institute; Zhang Zhanbin; Yu Gang; Li Yi; Xiao Guiying; Cao Yanqing; Su Ruibin; Zheng Zhibing; Zhou Xinbo; (12 pag.)CN107312012; (2017); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 3438-55-9, name is 5-Bromo-4-chloro-6-methylpyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 5-Bromo-4-chloro-6-methylpyrimidine

The (+/-)-(3aR,4S,6R,6aS)-6-amino- in ethanol (9.0 ml, 0.5 M)2,2-Dimethyltetrahydro-4H-cyclopenta[d][1,3]dioxol-4-ol (T-1)(786 mg, 4.54 mmol), 5-bromo-4-chloro-6-methylpyrimidine(1.04 g, 4.99 mmol) and trimethylamine (0.822 ml, 5.9 mmol)The mixture was heated to 80 C for 20 hours.The crude reaction mixture was concentrated to a solid and then purified by chromatography on a gradient of 0% to 100% EtOAc in heptane to give T-2 as a white solid, 1.35 g (87% yield).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 3438-55-9, 5-Bromo-4-chloro-6-methylpyrimidine.

Reference:
Patent; PFIZER INC.; KUMPF, ROBERT ARNOLD; MCALPINE, INDRAWAN JAMES; MCTIGUE, MICHELE ANN; PATMAN, RYAN; RUI, EUGENE YUANJIN; TATLOCK, JOHN HOWARD; TRAN-DUBE, MICHELLE BICH; WYTHES, MARTIN JAMES; (445 pag.)TW2018/2074; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 134221-52-6 ,Some common heterocyclic compound, 134221-52-6, molecular formula is C7H7ClN2O3, 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.

To a stirred solution of 2-methyl-4-morpholin-4-yl-6-nitro-phenyl amine (0.290 g, 1.22 mmol) in methanol (40 mL) was added 10% palladium on carbon (180 mg) and the suspension flushed well with nitrogen, followed by hydrogen. The resulting suspension was stirred 8 hours at room temperature under an atmosphere of hydrogen (ca. 1 atm). The resulting suspension was filtered under nitrogen through a pad of Celite and washed with methanol (50 mL). This solution was cooled down to 0 C. and the 4-chloro-2,6-dimethoxy-pyrimidine-5-carbaldehyde (N. Ple et al. J. Heterocyclic Chem., 28, 283, 1991 (0.272 g, 1.34 mmol) in methanol (50 ml) was added and the reaction mixture as stirred exposed to air at 23 C. for 18 hours. MeOH was evaporated in vacuo and the crude material was purified on silicagel dry column using CH2Cl2: Isopropanol (9:1) to give the title compound as a yellow solid. (0.304 g, 64%), HPLC: 98% (220 nm), LCMS (+ESI, M+H+) m/z 390, IR (KBr, cm-1) 3421, 2955, 2854, 1602, 1540, 1385; 1H NMR (400 MHz, DMSO) delta 6.70 (br s, 2H), 3.87 (s, 3H), 3.80 (s, 3H), 3.63 (m, 4H), 2.94 (m, 4H), 2.34 (s, 3H);

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 134221-52-6, 4-Chloro-2,6-dimethoxypyrimidine-5-carbaldehyde, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Beaulieu, Francis; Marinier, Anne; Ouellet, Carl; Roy, Stephan; Wittman, Mark D.; US2005/54655; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 15846-19-2, name is 4-Chloro-6-methoxypyrimidin-5-amine, the common compound, a new synthetic route is introduced below. SDS of cas: 15846-19-2

Prepared as described forN-cyclohexyl-4-iodopyridin-3-amine (Intermediate 17), to a stirred solution of 4-chloro-6-methoxypyrimidin-5-amine (CAS 15846-19-2; 200 mg, 1.25 mmol) and cyclopentanone (CAS 120-92-3; 0.33 mL, 3.76 mmol) in anhydrous DCM (6 mL) under an atmosphere of N2at 0 C was added dropwise T1CI4solution (iM in DCM, 1.4 mL, 1.38 mmol). The reaction was stirred at room temperature for 2 h. Sodium triacetoxyborohydride (797 mg, 3.76 mmol) was added portionwise and the reaction stirred at room temperature for 16 h. The crude product was purified by column chromatography (silica, 0-50% EtOAc / petroleum ether) to afford the title compound. 1H NMR (400 MHz, CHLOROFORM-d) 8 ppm 1.33 – 1.53 (m, 2 H) 1.55 – 1.82 (m, 4 H) 1.83 – 2.00 (m, 2 H) 3.73 (d, J=9 Hz, 1 H) 4.04 (s, 3 H) 4.18 – 4.42 (m, 1 H) 8.08 (s, 1 H) MS ES+: 228

The synthetic route of 15846-19-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DAVENPORT Richard; DUNN Jonathan; FARNABY William; HANNAH Duncan; HARRISON David; WRIGHT Susanne; WO2015/198046; A1; (2015);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 4763-35-3, 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.4763-35-3, name is 2-Amino-5-methoxypyrimidin-4(1H)-one, molecular formula is C5H7N3O2, molecular weight is 141.13, as common compound, the synthetic route is as follows.

Step 3. Into a 100 mL round bottom flask equipped with a magnetic stir bar was placed 2-Amino-4-hydroxy-5-methoxy-pyrimidine (500 mg, 3.54 mmol), anhydrous DMF (30 mL), AA-13 (1 .27 g, 5.31 mmol), DBU (2.12 mL, 14.17 mmol), and BOP (1 .96 g, 4.43 mmol). The reaction mixture was allowed to stir at room temperature for 30 minutes then at 50C for 16 hours. The solvent was removed under reduced pressure and the residue was partitioned between brine and ethyl acetate. The organic layers were combined, dried (magnesium sulfate), the solids were removed via filtration, and the solvents of the filtrate were removed under reduced pressure. The crude was purified via reverse phase liquid chromatography (RP Vydac Denali C18 – 10 m, 250 g, 5 cm. Mobile phase 0.25% NH4HCO3 solution in water, methanol), the best fractions were pooled, the solvents were removed under reduced pressure to afford 89.

The chemical industry reduces the impact on the environment during synthesis 4763-35-3, I believe this compound will play a more active role in future production and life.

Reference:
Patent; JANSSEN R&D IRELAND; MC GOWAN, David; RABOISSON, Pierre Jean-Marie Bernard; EMBRECHTS, Werner; JONCKERS, Tim, Hugo, Maria; LAST, Stefaan, Julien; PIETERS, Serge, Maria, Aloysius; VLACH, Jaromir; WO2012/136834; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 71470-41-2, 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 71470-41-2, name is Ethyl 4-aminopyrimidine-2-carboxylate. This compound has unique chemical properties. The synthetic route is as follows.

Example 264a 2-(4-Aminopyrimidin-2-yl)propan-2-ol 264a To a solution of ethyl 4-aminopyrimidine-2-carboxylate (840 mg, 5.0 mmol) in anhydrous tetrahydrofuran (50 mL) cooled at -20 C was added a solution of methylmagnesium bromide in THF (8.5 mL, 25.0 mmol, 3.0 M) over a period of 5 minutes. The reaction mixture was stirred at 0C for another 2 h. It was then quenched with saturated NH4Cl (20 mL) and concentrated under reduced pressure. The residue was extracted with ethyl acetate (5 X 40 mL). The combined organic layer was dried over anhydrous Mg2SO4, filtered, and evaporated under reduced pressure. The residue was purified by reverse-phase Combiflash to afford 264a as yellow solid (240 mg, 32%) MS-ESI: [M+H]+ 154.1

According to the analysis of related databases, 71470-41-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F.Hoffmann-La Roche AG; CRAWFORD, James John; ORTWINE, Daniel Fred; WEI, BinQing; YOUNG, Wendy B.; EP2773638; (2015); B1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 37482-64-7, 2-Chloro-4-ethoxy-6-methylpyrimidine, 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, Computed Properties of C7H9ClN2O, blongs to pyrimidines compound. Computed Properties of C7H9ClN2O

EXAMPLE 10 4-Ethoxy-2-(1-imidazolyl)-6-methylpyrimidine In anhydrous tetrahydrofuran, 173 mg of 2-chloro-4-ethoxy-6-methylpyrimidine was substituted with 68 mg of imidazole. The reaction mixture was treated according to the procedure of Example 5 to yield 103 mg of 4-ethoxy-2-(1-imidazolyl)-6-methylpyrimidine, recrystallized from a mixture of n-hexane and ethyl acetate, having a melting point of 115.5-116 C. NMR(CDCl3)delta: 1.13(3H,t,J=8 Hz), 2.44(3H,s), 4.50(2H,q,J=8 Hz), 6.43(1H,s), 7.20(1H,s), 7.90(1H,s), 8.63(1H,s).

The synthetic route of 37482-64-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nissin Shokuhin Kabushiki Kaisha; US4849424; (1989); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 17180-94-8, 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.17180-94-8, name is 5-Chloropyrimidine, molecular formula is C4H3ClN2, molecular weight is 114.53, as common compound, the synthetic route is as follows.

2-Phenoxypyrimidine. (Intermediate AY) A mixture of 5-chloropyrimidine (5.00 g, 0.0437 mol), phenol (5.38 g, 57.2 mmol), dibenzo-18-crown-6 (0.84g, 0.0023 mol) and ground potassium hydroxide (5.92 g, 0.1055 mol) in toluene (75 ml) was heated at reflux for 3 hours with azeotropic removal of water. The mixture was allowed to cool to ambient temperature and the solvent was removed under reduced pressure. The residue was partitioned between water and chloroform. The layers were separated and the aqueous phase was extracted with chloroform three times. The combined organic layers were dried over magnesium sulfate, filtered and evaporated to give 2-phenoxypyrimidine as a white powder (95% pure, 4.56 g, 0.0265 mol): 1H NMR (CDC3, 400 MHz) 8.57 (d, 2H), 7.43 (t, 2H), 7.26 (t, 1H), 7.20 (d 2H); TLC (n-heptane/ethyl acetate =1: 1) Rf 0.42 2-(4-Iodophenoxy)pyrimidine (Intermediate AZ)

The chemical industry reduces the impact on the environment during synthesis 17180-94-8, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Abbott Laboratories; US2002/156081; (2002); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia