Day: June 24, 2021

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. 32779-36-5, name is 5-Bromo-2-chloropyrimidine. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C4H2BrClN2

5-Bromo-2-methoxypyrimidine (S)Sodium metal (74 mg, 3.10 mmol) was added in portions to CH3OH (25 mL) at 0 C and the mixture was stirred for 30 min at RT. 5-Bromo-2-chloropyrimidine (500 mg, 2.58 mmol) was added to the above mixture at 0 C, and the resulting reaction mixture was gradually heated to reflux temperature and stirred for 2 h. After complete consumption of the starting material (by TLC), the volatiles were concentrated under reduced pressure; the residue was quenched with ice-cold water (50 mL) and extracted with EtOAc (2 x 50 mL). The combined organic extracts were washed with water (50 mL) and brine (50 mL), dried over anhydrous Na2S04 and concentrated under reduced pressure to obtain the crude S (400 mg). The crude material was used directly in the next step without any further purification.

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, 32779-36-5, 5-Bromo-2-chloropyrimidine.

Reference:
Patent; VIAMET PHARMACEUTICALS, INC.; HOEKSTRA, William, J.; RAFFERTY, Stephen, W.; YATES, Christopher, M.; SCHOTZINGER, Robert, J.; LOSO, Michael; SULLENBERGER, Michael; WO2012/177603; (2012); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 123240-66-4, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 123240-66-4 as follows.

a) 4-Chloro-6-[3-(diethoxyphosphorylmethoxy)proooxvamino]-5-formamidopyrimidine A mixture of diethyl 3-aminooxypropoxymethylphosphonate (1.0 g, 4.15 mmol), 4,6-dichloro-5-formamidopyrimidine (0.80 g, 4.15 mmol) and diisopropylethylamine (2.16 ml, 12.45 mmol) in diglyme (25 ml) was heated at 100 C. for 2 h. The solvent was then removed in vacuo and the residue chromatographed in chloroform/methanol (50:1) to give 4-chloro-6-[3-(diethoxyphosphorylmethoxy)propoxyamino]-5-formamidopyrimidine (1.lg, 67%) as a brown oil; numax (film) 1600, 1570, 1220, 1030 cm-1; deltaH [(CD3)2 SO] 1.23(6H, t, J7.2 Hz, (CH3 CH2 O)2), 1.85(2H, m, CH2 CH2 CH2), 3.63(2H, t, J6 Hz, CH2 OCH2 P), 3.79(2H, d, J8.3 Hz, CH2 P), 3.94(2H, t, J6.1Hz, CH2 ON), 4.04(4 H, m, (CH3 CH2 O)2), 8.15(1H, s, H-2), 9.50(1H, br s, D2 O exchangeable, NH), 10.50-12.00(1H, br s, NH); Found: C, 39.37; H, 5.69; N, 13.82%; M+ 396.0963; C13 H22 ClN4 O6 P requires: C, 39.35; H, 5.59; N, 14.12%; M+ 396.0966.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,123240-66-4, its application will become more common.

Reference:
Patent; Beecham Group P.l.c.; US5055458; (1991); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 2134-38-5, 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.2134-38-5, name is Ethyl 2-methylpyrimidine-5-carboxylate, molecular formula is C8H10N2O2, molecular weight is 166.18, as common compound, the synthetic route is as follows.

To a mixture of 6-chloro-N4-ethylpyrimidine-4,5-diamine (16 g, 91 mmol) and ethyl-2- methylpyrimidine-5-carboxylate (15 g, 90 mmol) in 50 mL of dimethyl ether at RT, a slurry of sodium iert-butoxide (9.1 g, 92 mmol) in dimethyl ether (25 mL) was added over the course of 1 min (reaction internal temperature rose to 43C) . The reaction mixture was then stirred at RT for 2 h, after which it was quenched by the addition of water (75 mL) and EtOAc (75 mL). The reaction mixture was extracted with EtOAc (75 mL x 2). The aqueous layer was then charged with acetic acid (5.3 ml, 92 mmol) and a slurry formed. The solid was collected by filtration, then washed with 75 mL of 1 : 1 DME : water, after which it was dried under vacuum at 35 C for 16 h to provide N-(4-chloro-6-(ethylamino)pyrimidin-5-yl)-2-methylpyrimidine-5-carboxamide. MS (ESI) calc’d for Ci2Hi4ClN60 [M+H]+: 293, found: 293.

Statistics shows that 2134-38-5 is playing an increasingly important role. we look forward to future research findings about Ethyl 2-methylpyrimidine-5-carboxylate.

Reference:
Patent; MERCK SHARP & DOHME CORP.; ACHAB, Abdelghani Abe; ALTMAN, Michael D.; DENG, Yongqi; KATTAR, Solomon; KATZ, Jason D.; METHOT, Joey L.; ZHOU, Hua; MCGOWAN, Meredeth; CHRISTOPHER, Matthew P.; GARCIA, Yudith; ANTHONY, Neville John; FRADERA LLINAS, Francesc Xavier; YANG, Liping; MU, Changwei; WANG, Xiaona; SHI, Feng; YE, Baijun; ZHANG, Sixing; ZHAO, Xiaoli; ZHANG, Rong; FONG, Kin Chiu; LENG, Xiansheng; WO2014/75393; (2014); A1;,
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. 32779-38-7, name is 2-Chloro-5-iodopyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Formula: C4H2ClIN2

To a solution of cis-3- (4-chlorophenyl) cyclobutanol (2.297 g, 12.58 mmol) and 2-chloro-5-iodopyrimidine (2.52 g, 10.48 mmol) in anhydrous THF (60 mL) was added sodium 2-methylpropan-2-olate (1.007 g, 10.48 mmol) . The resulting mixture was stirred at 40 C under N2for 3 h, then poured into water (50 mL) and extracted with EA (3 x 40 mL) . The combined organic layers were washed with brine (3 x 10 mL) , and dried over Na2SO4. After filtration and concentration, the resulting residue was purified by column chromatography (SiO2, PE: EA10: 1) to afford the title compound.1H NMR (400 MHz, CDCl3) 8.62 (s, 2H) , 7.27 (s, 2H) , 7.13-7.19 (m, 2H) , 5.14 (q, J7.43 Hz, 1H) , 3.04-3.19 (m, 1H) , 2.84-2.97 (m, 1H) , 2.19-2.36 (m, 1H) .

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, 32779-38-7, 2-Chloro-5-iodopyrimidine.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DEBENHAM, John S.; COX, Jason M.; LAN, Ping; SUN, Zhongxiang; FENG, Zhe; SUN, Chunrui; SEGANISH, W. Michael; LAI, Zhong; ZHU, Chen; BARA, Thomas; RAJAGOPANALAN, Murali; DANG, Qun; KIM, Hyunjin M.; HU, Bin; HAO, Jinglai; (112 pag.)WO2018/107415; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Reference of 1211443-61-6, Adding some certain compound to certain chemical reactions, such as: 1211443-61-6, name is 2-Chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide,molecular formula is C14H17ClN4O, 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 1211443-61-6.

General procedure: tert-butyl (3-((4aminophenyl)sulfonamido)propyl)carbamate (4a, 560mg, 1.70mmol),2-chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide (6,497mg, 1.70mmol),Pd(OAc)2 (30mg, 0.1equiv), BINAP (63mg, 0.06equiv), Cs2CO3(1.11g, 3.40mmol) were dissolved in 1,4-dioxane and degassed with argon for 5 min.The resulted mixture was heated to 105 C for 7 h. After monitored by TLC toobserve completion of reaction, the reaction mixture was filtered through Celite aftercooling to 25 C, then the solvents were removed in vacuo. The crude product waspurified by silica gel column chromatography to afford intermediates 7a in 42% yieldaswhite solid.

According to the analysis of related databases, 1211443-61-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wang, Xin; Yu, Chenhua; Wang, Cheng; Ma, Yakun; Wang, Tianqi; Li, Yao; Huang, Zhi; Zhou, Manqian; Sun, Peiqing; Zheng, Jianyu; Yang, Shengyong; Fan, Yan; Xiang, Rong; European Journal of Medicinal Chemistry; vol. 181; (2019);,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 22536-65-8, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 22536-65-8 as follows.

A mixture of 2.1 g (14.5 mmol) 2-chloro-5-methoxypyrimidine, 4.9 g (16.0 mmol) tert- butyl 4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyridine-1 – carboxylate, 339 mg (0.29 mmol) tetrakis(triphenylphosphine)palladium(0), 14.5 ml (29 mmol) 2M Na2CO3 solution and dioxane is heated to 140°C for 15 min using a microwave reactor. The reaction mixture is cooled to RT and DCM and water are added, the organic phase is separated and evaporated and purified by HPLC. Giving rise to tert-butyl 4-(5-methoxypyrimidin-2-yl)-3,6-dihydro-2H-pyridine-1 -carboxylate.Yield: 3.5 g (83percent), ESI-MS: m/z = 292 (M+H)+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,22536-65-8, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HIMMELSBACH, Frank; BLUM, Andreas; PETERS, Stefan; (80 pag.)WO2017/148518; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 39876-88-5, 4-Chlorobenzofuro[3,2-d]pyrimidine, 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, 39876-88-5, blongs to pyrimidines compound. Formula: C10H5ClN2O

Synthesis Example 2 Synthesis of 4Pcczbfpm First, 0.15 g (3.6 mmol) of sodium hydride (60%) was put into a three-neck flask the air in which was replaced with nitrogen, and 10 mL of N,N-dimethylformamide (abbreviation: DMF) was dropped thereinto while stirring was performed. The container was cooled down to 0 C., a mixed solution of 1.1 g (2.7 mmol) of 9-phenyl-3,3′-bi-9H-carbazole and 15 mL of DMF was dropped thereinto, and stirring was performed at room temperature for 30 minutes. Then, the container was cooled down to 0 C., a mixed solution of 0.50 g (2.4 mmol) of 4-chloro[1]benzofuro[3,2-d]pyrimidine and 15 mL of DMF was added, and stirring was performed at room temperature for 20 hours. The resulting reaction solution was put into ice water and toluene was added to the mixture. An organic layer was extracted from the resulting mixture with the use of ethyl acetate and washed with saturated brine. Magnesium sulfate was added and filtration was performed. The solvent of the obtained filtrate was distilled oil and purification was conducted by silica gel colunm chromatography (developing solvent: toluene, and then a mixed solvent of toluene:ethyl acetate=1 :20). Recrystallization using a mixed solvent of toluene and hexane was performed, so that 1.0 g of 4PCCz8fpm, which was the target substance, was obtained as a yellowish white solid in a yield of 72%. Then, 1.0 g of the yellowish white solid was purified using a train sublimation method. In the purification by sublimation, the yellowish white solid was heated at 270 C. to 280 C. with the pressure set at 2.6 Pa and the argon gas flow rate set at 5 mE/mm After the purification by sublimation, 0.7 g of a yellowish white solid, which was the target substance, was obtained at a collection rate of 69%. The synthesis scheme of this step is shown in(A-2) below. Analysis results by nuclear magnetic resonance (?H-NMR) spectroscopy of the yellowish white solid obtained in the above step are described below. These results reveal that 4PCCz8fpm was obtained. ?H-NMR oe(CDC13): 7.31-7.34 (m, 1H), 7.43-7.46 (m, 3H), 7.48-7.54 (m, 3H), 7.57-7.60 (t, 1H), 7.62-7.66 (m, 4H), 7.70 (d, 1H), 7.74-7.77 (dt, 1H), 7.80 (dd, 1H), 7.85 (dd, 1H), 7.88-7.93 (m, 2H), 8.25 (d, 2H), 8.37 (d, 1H), 8.45 (ds, 1H), 8.49 (ds, 1H), 9.30 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,39876-88-5, its application will become more common.

Reference:
Patent; Semiconductor Energy Laboratory Co., Ltd.; Seo, Satoshi; WATABE, Takeyoshi; MITSUMORI, Satomi; (178 pag.)US2017/92890; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.3438-48-0, name is 4-Phenylpyrimidine, molecular formula is C10H8N2, molecular weight is 156.18, as common compound, the synthetic route is as follows.Recommanded Product: 3438-48-0

General procedure: To the mixture of an appropriate 4-substititedphenylpyrimidine (0.06mol) and acetamide (500mL), concentrated sulfuric acid (20mL) was added drop-wise at the temperature of 0-10C. Upon the completion of addition, 30% H2O2 (50mL) and saturated FeSO4·7H2O (aq. 100mL) were added drop-wise at the same time at the temperature of 0-10C. The reaction mixture the was stirred at 10-15C for 0.5h and then poured into water (2000mL), basified with potassium hydroxide to pH 9, and extracted with dichloromethane (200mL×3). The combined extracts were washed with brine (200mL×2), dried over anhydrous Na2SO4, and concentrated in vacuum to give the corresponding 4-substititedphenylpyrimidine-2-carboxamides as white solids in a moderate yield.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,3438-48-0, 4-Phenylpyrimidine, and friends who are interested can also refer to it.

Reference:
Article; Tang, Qidong; Zhao, Yanfang; Du, Xinming; Chong, Lian’E; Gong, Ping; Guo, Chun; European Journal of Medicinal Chemistry; vol. 69; (2013); p. 77 – 89;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 308348-93-8, Adding some certain compound to certain chemical reactions, such as: 308348-93-8, name is Methyl 2-aminopyrimidine-5-carboxylate,molecular formula is C6H7N3O2, 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 308348-93-8.

To a mixture of 2-bromo-1,1-diethoxyethane (100.6 g, 0.5 1 mol) and methyl 2-aminopyrimidine-5-carboxylate (63 g, 0.41 mol) in ethanol (300 mL) was added concentrated HBr (40%) (55 g). The reaction mixture was heated to reflux for 3 h under N?. After cooling to rt, the mixture was further cooled with an ice-water bath. The resulting precipitate was collected by vacuum filtration and dried under vacuum overnight to give the desired product (92 g, 87%).

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. 308348-93-8, Methyl 2-aminopyrimidine-5-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GENENTECH, INC.; FORMA TM, LLC; BAIR, Kenneth W.; BAUMEISTER, Timm R.; DRAGOVICH, Peter; GOSSELIN, Francis; YUEN, Po-Wai; ZAK, Mark; ZHENG, Xiaozhang; WO2013/127267; (2013); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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.799842-07-2, name is N-[5-Bromomethyl-4-(4-fluorophenyl)-6-isopropylpyrimidine-2-yl]-N-methylmethane sulfonamide, molecular formula is C16H19BrFN3O2S, molecular weight is 416.31, as common compound, the synthetic route is as follows.Product Details of 799842-07-2

b) from PMDBR (Kornblum oxidation): NaHC03 (220 mg, 2.6 mmol, 1.1 equiv.) and Nal (10 mol %) were dissolved in DMSO (5 mL) and cooled to 20 C. Then, PMDBR (1.0 g, 2,4 mmol, 1 equiv.) in DMSO (5 mL) was slowly added via a syringe pump during 1 h and reaction was left to stir for 24 h. Reaction mixture was then warmed to 70 C and Ac20 (5 equiv.) was added dropwise. Reaction was left to stir for additional 3 hours. After cooling on an ice bath, water (20 mL) was slowly added and precipitate was filtered off to afford 0.78 g (93 %) of PMDCHO.1H NMR (CDCI3): delta 1.30 (6H, d, J = 6.7 Hz), 3.53 (3H, s), 3.62 (3H, s), 3.99 (1 H, sep, J = 6.7 Hz), 7.21 (2H, m), 7.61 (2H, m), 9.95 (1 H, s) ppm. 13C NMR (CDCI3): 521.6, 31.9, 33.0, 42.4, 115.8, 116.0, 119.5, 132.5, 132.6, 158.7, 163.1 , 165.6, 169.7, 178.9, 190.4 ppm.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,799842-07-2, N-[5-Bromomethyl-4-(4-fluorophenyl)-6-isopropylpyrimidine-2-yl]-N-methylmethane sulfonamide, and friends who are interested can also refer to it.

Reference:
Patent; LEK PHARMACEUTICALS D.D.; CASAR, Zdenko; STERK, Damjan; JUKIC, Marko; WO2012/13325; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia