Tag: M.W:200-300

Reference of 1211443-61-6, 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 1211443-61-6 as follows.

General procedure: To a suspension of 2-chloro-7-cyclopentyl-N,N-dimethyl-7H-pyrrolo[2,3-d]pyrimidine-6-carboxamide (5) (586 mg, 2 mmol) in 20 mL 1,4-dioxane were added compound 3a-f, 3i-u(2 mmol), Pd(OAc)2 (11 mg, 0.05 mmol), BINAP (62 mg, 0.1 mmol) and Cs2CO3 (978 mg, 3 mmol) and the flask was purged with Ar. Then the flask was sealed and the mixture was heated for 12 h at 100. The reaction was cooled to rt, the solvent was removed under reduced pressure, and the residue was purified by silica gel column chromatography to obtain 4a-f, 4i-o, 4r-u.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1211443-61-6, its application will become more common.

Reference:
Article; Li, Yongtao; Guo, Qingxiang; Zhang, Chao; Huang, Zhi; Wang, Tianqi; Wang, Xin; Wang, Xiang; Xu, Guangwei; Liu, Yanhua; Yang, Shengyong; Fan, Yan; Xiang, Rong; Bioorganic and Medicinal Chemistry Letters; vol. 27; 15; (2017); p. 3231 – 3237;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 6693-08-9 , The common heterocyclic compound, 6693-08-9, name is 2,4,6-Trichloro-5-fluoropyrimidine, molecular formula is C4Cl3FN2, 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 solution of 2-fluorothiophene (3.76 g, 36.80 mmol) in anydrous tetrahydrofuran(20 mL) was added n-butyllithium (15.0 mL, 36.80 mmol, 2.5 mol/L) at -15 C, and the mixturewas stirred for 1 h at -15 oc. Then to the mixture was addeddichloro(N,N,N,N-tetramethylethylenediamine)zinc(II) (3.07 g, 12.11 mmol), and the resultingmixture was stirred for 1 h. Then palladium dichloride (653 mg, 3.68 mmol), triphenylphosphine(1.93 g, 7.36 mmol) and 2,4,6-trichloropyrimidine (7.43 g, 40.50 mmol) were added to themixture in tum. The resulting mixture was heated to 55 oc under nitrogen protection, and thenstirred at this temperature overnight. To the reaction mixture was added water (50 mL), and theresulting mixture was extracted with ethyl acetate (50 mL x 3). The combined organic layerswere washed with saturated brine (50 mL), dried over anhydrous sodium sulfate and filtered. Thefiltrate was concentrated in vacuo and the residue was purified by silica gel columnchromatography (PE) to give the title compound as a white solid (2.41 g, 26 % ).MS (ESI, pos.ion) m/z: 249.0 [M+Ht.

The synthetic route of 6693-08-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; TANG, Changhua; REN, Qingyun; YIN, Junjun; YI, Kai; LEI, Yibo; WANG, Yejun; ZHANG, Yingjun; (303 pag.)WO2018/108125; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 126728-20-9, 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 126728-20-9, name is 2,4-Dichloropyrido[2,3-d]pyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

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 ¡Á 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.

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 126728-20-9, 2,4-Dichloropyrido[2,3-d]pyrimidine.

Reference:
Article; Font, Maria; Gonzalez, Alvaro; Palop, Juan Antonio; Sanmartin, Carmen; European Journal of Medicinal Chemistry; vol. 46; 9; (2011); p. 3887 – 3899;,
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. 54368-61-5, name is Ethyl 2,6-dichloro-5-nitropyrimidine-4-carboxylate, molecular formula is C7H5Cl2N3O4, 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. Recommanded Product: 54368-61-5

4) 15 g of ethyl 2,4-dichloro-5-nitro-6-pyrimidinecarboxylic acid, 10 g of palladium on carbon, 5 g of magnesium oxide,Add 150 ml of THF, hydrogenate for 7 hours, filter, and apply with palladium and carbon recovery.The filtrate was evaporated to dryness to obtain a crude product. Column chromatography5.5 g of ethyl 2-chloro-5-amino-6-pyrimidinecarboxylic acid was obtained, more than 98%,The yield was 48%.

With the rapid development of chemical substances, we look forward to future research findings about 54368-61-5.

Reference:
Patent; Nanjing Puruida Pharmaceutical Technology Co., Ltd.; Wang Xiaobo; (6 pag.)CN110452180; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 51940-64-8, Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate, 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, 51940-64-8, blongs to pyrimidines compound. COA of Formula: C7H6Cl2N2O2

DIPEA (3.69 mL, 21.12 mmol) was added dropwise to ethyl2,4-dichloropyrimidine-5-carboxylate(3.89 g, 17.60 mmol) and tert-butyl (4-amino-1-methylcyclohexyl)carbamate (4.02 g, 17.6 mmol)in acetonitrile (80 mL) at 0C over a period of2 min. The reaction mixture was stirred at rt for 16 hand concentrated in vacuo. The resulting crude product was purified by fcc, elution gradient 0 to15 10% EtOAc in petroleum ether, to afford the title compound (6.0 g, 83%) as a pale yellow gum; 1HNMR (400 MHz, CDCb) 1.33 – 1.43 (6H, m), 1.43 – 1.64 (11H, m), 1.70 – 1.82 (lH, m), 1.85 -2.01 (4H, m), 2.17 (lH, s), 4.07-4.24 (2H, m), 4.30-4.42 (2H, m), 8.24- 8.57 (lH, m), 8.67 (lH,s); m/z MH+ 413.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,51940-64-8, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; CANCER RESEARCH TECHNOLOGY LIMITED; FINLAY, Maurice, Raymond, Verschoyle; GOLDBERG, Frederick, Woolf; HOWARD, Martin, Richard; TING, Attilla, Kuan, Tsuei; (145 pag.)WO2019/238929; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 163263-91-0, 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.163263-91-0, name is 2,4-Dichloro-6-(4-methoxyphenyl)pyrimidine, molecular formula is C11H8Cl2N2O, molecular weight is 255.1, as common compound, the synthetic route is as follows.

2,4-Dichloro-6-(4-methoxyphenyl)pyrimidine (1.01 g, 3.92 mmol)And (+/-)-trans-3-aminobicyclo[2.2.2]octane-2-carboxylic acid methyl ester (1.02 g, 5.88 mmol)Dissolved in DMF (20 mL), then added potassium carbonate (0.81 g, 5.88 mmol).The reaction solution was stirred at 50 C overnight, and water (70 mL) was added.After dilution, extract with ethyl acetate (100 mL ¡Á 3).The combined organic phases were washed with brine (150 mL)Dry over anhydrous sodium sulfate, filter,The filtrate was concentrated under reduced pressure to dryness.The residue was purified by EtOAc EtOAc EtOAc (EtOAc)The title compound is white solid(1.01 g, 64%).

Statistics shows that 163263-91-0 is playing an increasingly important role. we look forward to future research findings about 2,4-Dichloro-6-(4-methoxyphenyl)pyrimidine.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Ren Qingyun; Tang Changhua; Yin Junjun; Yi Kai; Lei Yibo; Wang Yejun; Zhang Yingjun; (138 pag.)CN108276401; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 6693-08-9, Adding some certain compound to certain chemical reactions, such as: 6693-08-9, name is 2,4,6-Trichloro-5-fluoropyrimidine,molecular formula is C4Cl3FN2, 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 6693-08-9.

The thiophene (300 mg, 3.57 mmol) was dissolved in anhydrous tetrahydrofuran (20 mL).After cooling to -15 C, n-butyllithium (1.4 mL, 3.57 mmol, 2.5 mol/L) was added.Stir at this temperature for 1 hour, then add ZnCl2-TMEDA (300 mg,1.18 mmol), stirring at room temperature for 1 hour, then adding palladium dichloride (65 mg, 0.36 mmol),Triphenylphosphine (188 mg, 0.71 mmol)And 5-fluoro-2,4,6-trichloropyrimidine (790 mg, 3.92 mmol),The resulting mixture was heated to 55 C under nitrogen to stir the reaction overnight.Water (50 mL) was added to the reaction mixture, and the mixture was evaporated.The combined organic phases were washed with brine (50 mL).Dry over anhydrous sodium sulfate, filter and concentrate under reduced pressure.The residue obtained is purified by silica gel column chromatography (pure petroleum ether).The title compound was obtained as a white solid(366 mg, 41%).

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. 6693-08-9, 2,4,6-Trichloro-5-fluoropyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Ren Qingyun; Tang Changhua; Yin Junjun; Yi Kai; Lei Yibo; Wang Yejun; Zhang Yingjun; (138 pag.)CN108276401; (2018); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 51940-64-8, Adding some certain compound to certain chemical reactions, such as: 51940-64-8, name is Ethyl 2,4-Dichloro-5-pyrimidinecarboxylate,molecular formula is C7H6Cl2N2O2, 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 51940-64-8.

General method for synthesis of 2-amino-4-chloropyrimidine-5-carboxylate: To a stirred solution of ethyl 2,4-dichloropyrimidine-5-carboxylate (1.6 g, 7.24 mmol) in 1,4- dioxane (15 mL) at 0-5 C under argon, ammonium hydroxide (28-30%, 2.56 mL, 21.72 mmol) is added slowly and the resulting mixture is stirred from 0 C to RT for 2 h. The reaction is complete based on TLC (30% EA/Hex, Rf = 0.3 for ethyl 2-amino-4-chloropyrimidine-5-carboxylate (Hinge-1); Rf = 0.5 for ethyl 4-amino-2-chloropyrimidine- 5-carboxylate) and LC-MS analysis. The mixture is partitioned between ethyl acetate and water. The organic layer is washed with brine, dried over Na2S04 and filtered. The filtrate is mixed with silica gel and then concentrated in vacuo. The residue is loaded to the top of silica gel packed in a glass column and eluted with 0-100% ethyl acetate/hexanes to afford ethyl 2-amino-4-chloropyrimidine-5-carboxylate (Hinge-1).[00669] The other regio isomer, ethyl 4-amino-2-chloropyrimidine-5-carboxylate, is also isolated.

According to the analysis of related databases, 51940-64-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; INFINITY PHARMACEUTICALS INC.; INTELLIKINE, LLC; CASTRO, Alfredo, C.; EVANS, Catherine, A.; JANARDANANNAIR, Somarajannair; LESCARBEAU, Andre; LIU, Tao; SNYDER, Daniel, A.; TREMBLAY, Martin, R.; REN, Pingda; LIU, Yi; LI, Liansheng; CHAN, Katrina; WO2013/12915; (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.26032-72-4, name is 2,4-Dichloro-6-phenylpyrimidine, molecular formula is C10H6Cl2N2, molecular weight is 225.074, as common compound, the synthetic route is as follows.category: pyrimidines

To a 250 mL flask was added a mixture of 5.0 g (22.22 mmol) of Intermediate L-3, 22.09 g (51.1 mmol) of L-6, 7.68 g (55.54 mmol) of potassium carbonate, 1.28 g of Tetrakis (triphenylphosphine) palladium (1.11 mmol) were dissolved in 100 mL of tetrahydrofuran and 30 mL of water, and the mixture was heated under reflux in a nitrogen stream for 10 hours. The resultant mixture was added to 500 mL of methanol, and the crystallized solid was filtered, dissolved in monochlorobenzene, filtered through silica gel / celite, and then an organic solvent was removed in an appropriate amount and then recrystallized from methanol to obtain Compound A-55 (12.68 g, 75% yield). The result of elemental analysis of the resulting Compound A-55 is as follows.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,26032-72-4, 2,4-Dichloro-6-phenylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; Samsung SDI Co., Ltd.; Lee, Sung Jae; Kim, Byoung Gu; Kim, Young Kwan; Min, Soo Hyoun; Saw, Ju Hee; Yun, Uhn Son; (42 pag.)KR2016/19747; (2016); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 444731-75-3, 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. 444731-75-3, name is N-(2-Chloropyrimidin-4-yl)-N,2,3-trimethyl-2H-indazol-6-amine. A new synthetic method of this compound is introduced below.

To a stirred suspension of the product of Intermediate Example 4 (1 .0 g, 3.6 mmol) in 10 mL of CH3CN, was added 5-amino-2-methylbenzenesulfonamide (0.70 g, 3.8 mmol, 1 .Oequiv) at room temperature. The reaction mixture was heated at reflux for 3 h, then 4 M HCI in 1 ,4-dioxane (18 muL, 0.076 mmol) was added in one portion. After 20 h, the suspension was cooled to room temperature, and filtered. The resulting solid was washed with 10 mL of CH3CINI and dried in the air to yield 1.3 g (73%) of 5-({4- [(2,3-dimethyl-2H-indazol-6-yl)methylamino]-2-pyrimidinyl}amino)-2-methyl benzenesulfonamide monohydrochloride as an off-white solid.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,444731-75-3, N-(2-Chloropyrimidin-4-yl)-N,2,3-trimethyl-2H-indazol-6-amine, and friends who are interested can also refer to it.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2006/20564; (2006); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia