Pyrimidines

Application of 10320-42-0, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 10320-42-0, name is 2-Chloro-5-nitropyrimidine. A new synthetic method of this compound is introduced below.

Dodecylmercaptan (24.77 mL) was dissolved in DMF (150 mL) and cooled to 0°C,60percent NaH (4.14 g) was added and stirred for 10 minutes, and2-chloro-5-nitropyrimidine (15 g) was added to the mixture, which was then stirred for1 hour at 0°C. Water was added to the reaction solution, and the resulting solid waswashed with water to obtain the object compound (26.01 g).NMR2: 0.88(3H, t, J=7.OHz), 1.18-1.38(16H, m), 1.38-1.50(2H, m), 1.64-1.76(2H, m),3.23(2H, t, =7.5Hz), 9.23(2H, s).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,10320-42-0, 2-Chloro-5-nitropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; SHINOHARA, Tomoichi; IWATA, Shin; ARAI, Kenta; ITO, Nobuaki; SUZUKI, Masaki; (53 pag.)WO2018/221667; (2018); A1;,
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Pyrimidine – Wikipedia

Electric Literature of 6345-43-3, Adding some certain compound to certain chemical reactions, such as: 6345-43-3, name is Dimethyl pyrimidine-4,6-dicarboxylate,molecular formula is C8H8N2O4, 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 6345-43-3.

General procedure: A solution of the corresponding dimethyl ester (10mmol) and hydrazine hydrate (10.9mL, 11.2g, 220mmol) in ethanol (150mL) was heated under reflux for 18h and then cooled to room temperature. The precipitate was filtered, washed twice with ethanol, once with ether, and dried, to give the bis(acylhydrazide) which was sufficiently pure and employed without further purification.

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. 6345-43-3, Dimethyl pyrimidine-4,6-dicarboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Reznichenko, Oksana; Quillevere, Alicia; Martins, Rodrigo Prado; Loaec, Nadege; Kang, Hang; Lista, Maria Jose; Beauvineau, Claire; Gonzalez-Garcia, Jorge; Guillot, Regis; Voisset, Cecile; Daskalogianni, Chrysoula; Fahraeus, Robin; Teulade-Fichou, Marie-Paule; Blondel, Marc; Granzhan, Anton; European Journal of Medicinal Chemistry; vol. 178; (2019); p. 13 – 29;,
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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. 126728-20-9, name is 2,4-Dichloropyrido[2,3-d]pyrimidine, molecular formula is C7H3Cl2N3, 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. SDS of cas: 126728-20-9

General procedure: A mixture of 5 (5.0 mmol), the respective amine (12 mmol), equimolecular amounts of triethylamine, and ethanol (15 mL) was heated at 70 C for 5 h with stirring. The solvent was removed under vacuum and the residue was dissolved in water (30 mL); the mixture was extracted with chloroform (3 × 25 mL) and the organic extracts were dried over anhydrous sodium sulfate and the solvent was removed in vacuum. For compounds 6t-y the resulting solid was purified by recrystallization as indicated in Table 1. For compounds 6z-ai the residual material isolated after removal of the solvent was washed with 5% HCl (25 mL) and the resulting solid was isolated and purified as indicated in Table 1.

With the rapid development of chemical substances, we look forward to future research findings about 126728-20-9.

Reference:
Article; Font, Maria; Gonzalez, Alvaro; Palop, Juan Antonio; Sanmartin, Carmen; European Journal of Medicinal Chemistry; vol. 46; 9; (2011); p. 3887 – 3899;,
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Reference of 10457-14-4 ,Some common heterocyclic compound, 10457-14-4, molecular formula is C10H20N2O2Si2, 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.

TMS-protected uracil was dissolved in dry MeCN (10 ml) under nitrogen and TMSOTf (7.12 g,32 mmol) was added dropwise. When the reaction mixture was added with stirring, the mixture was clarified and compound V (1 g, 4 mmol ) In MeCN (2 ml) wasadded dropwise to the above reaction mixture. The mixture was stirred at 40 C for 10 h. TLC Compound V was quenched with ice water, filtered through celite and washed withDCM (30 ml * 2 times) The filter cake was separated and the organic phase was washed with NaCl (sat), dried over anhydrous sodium sulfate and the crude product was spin-dried directlyfor the next step.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,10457-14-4, its application will become more common.

Reference:
Patent; Shanghai Hongbozhiyuan Pharmaceutical Co., Ltd.; Li Dafeng; Chen Ping; (15 pag.)CN107200757; (2017); A;,
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Synthetic Route of 3167-50-8 ,Some common heterocyclic compound, 3167-50-8, molecular formula is C5H5N3O2, 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: A solution of 2-(2-methyl-1H-indol-1-yl)ethanamine (4a) (65 mg, 0.373 mmol) and 4-(piperidin-1-yl)benzoic acid (5) (76 mg, 1 eq.), and dimethylaminopyridine (catalytic, ?5 mg) in dichloromethane (6 mL) was added 1-ethyl-3-(3-dimethylaminopropyl)-carbodiimide.hydrochloride (EDCI) (92 mg, 1.3 eq.) at room temperature. The resulting reaction mixture was stirred for 6h. At the conclusion of the reaction (TLC), water (15 mL) was added to quench the reaction. The product was extracted with ethyl acetate (20mL×3). Organics were washed with dilute HCl (10 mL), saturated NaHCO3 solution (10 mL), water (10 mL) and brine solution (10 mL) and dried over Na2SO4 and concentrated. The resulting crude product was subjected to silica gel chromatography eluting with 0-40% ethyl acetate in hexane to furnish 7k (TG7-152) (100mg, 74% yield). 1H NMR (CDCl3): delta 7.52 (d, J=5.6Hz, 1H), 7.49 (d, J=8.8Hz, 2H), 7.30 (d, J=8Hz, 1H), 7.07 (m, 2H), 6.80 (d, J=8.2Hz, 2H), 6.23 (s, 1H), 5.98 (t, J=5.4Hz, 1H), 4.33 (t, J=6Hz, 2H), 3.76 (q, J=6Hz, 2H), 3.25 (t, J=4.8Hz, 4H), 2.37 (s, 3H), 1.6 (m, 6H). LCMS (ESI): >97% purity at lambda 254, MS; m/z, 362 [M+H]+. Anal. Calcd. for C23H27N3O: C, 76.42; H, 7.53; N, 11.62; found; C, 76.48; H, 7.55; N, 11.59.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,3167-50-8, its application will become more common.

Reference:
Article; Ganesh, Thota; Jiang, Jianxiong; Dingledine, Ray; European Journal of Medicinal Chemistry; vol. 82; (2014); p. 521 – 535;,
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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. 32779-36-5, 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;,
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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;,
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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;,
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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;,
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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);,
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