Month: June 2021

Related Products of 1753-50-0, 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. 1753-50-0, name is 2-Chloropyrimidine-5-carbonitrile. A new synthetic method of this compound is introduced below.

To a stirred solution of compound MZ (3.0 g, 7.77 mmol) in EtOH (50 mL), DIPEA (3.9 mL, 23.31 mmol) and 2-chloropyrimidine-5-carbonitrile (AF, 1.3 g, 9.32 mmol) were added and the reaction mixture was stirred at RT for 12 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was concentrated under reduced pressure. The crude compound was purified by silica gel column chromatography (15% EtOAc/hexane) to afford compound NA (2.9 g, 76.0%) as a light brown sticky viscous liquid. 1H NMR (400 MHz, DMSO-d6): _ 8.66-8.62 (m, 3H), 7.36-7.33 (m, 2H), 7.11 (t, J = 8.8 Hz, 2H), 7.02 (d, J = 8.0 Hz, 1H), 6.50 (s, 1H), 6.40-6.37 (m, 1H), 5.16-5.12 (m, 1H), 3.79 (s, 2H), 3.72 (d, J = 8.8 Hz, 6H), 3.46-3.37 (m, 1H), 3.06-3.00 (m, 1H), 2.92-2.87 (m, 1H) (1H merged in solvent peak).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1753-50-0, its application will become more common.

Reference:
Patent; VPS-3, INC.; YATES, Christopher, M.; (397 pag.)WO2018/165520; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Related Products of 908240-50-6 ,Some common heterocyclic compound, 908240-50-6, molecular formula is C7H3Cl2N3, 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.

2,4-Dichloropyrido[3,4-d]pyrimidine (49.8 g, 250 mmol),28percent ammonia (94g, 750mmol was added to a flask containing 500mL of ethanol,The reaction was stirred for 48 hours with stirring at room temperature.TLC monitors the endpoint of the reaction.The precipitated solid was filtered, and the ethanol was rinsed.Drying gave Compound 16-1 (27 g, yield 60percent).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,908240-50-6, its application will become more common.

Reference:
Patent; Beijing Dingcai Technology Co., Ltd.; Gu’an Dingcai Technology Co., Ltd.; Sun Entao; Liu Song; Xing Qifeng; Zhang Xianghui; (189 pag.)CN109020975; (2018); A;,
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 17119-73-2, name is 4-Chloro-6-methyl-2-(methylthio)pyrimidine. This compound has unique chemical properties. The synthetic route is as follows. Safety of 4-Chloro-6-methyl-2-(methylthio)pyrimidine

[00237] To the 4-chloro-6-methyl-2-(methylthio)pyrimidine from above was added 30 mL of a solution of 70% ethylamine in water. The reaction mixture was heated to 50 C for 3 h. After completion, excess ethylamine was evaporated on rotary evaporator under vacuum. The solid was filtered and dried under vacuum to afford N-ethyl-6-methyl-2- (methylthio)pyrimidin-4-amine (20 g, 90% yield).

With the rapid development of chemical substances, we look forward to future research findings about 17119-73-2.

Reference:
Patent; EXELIXIS, INC.; WO2008/127678; (2008); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 18740-39-1, 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.18740-39-1, name is 2,4-Dichlorothieno[2,3-d]pyrimidine, molecular formula is C6H2Cl2N2S, molecular weight is 205.0645, as common compound, the synthetic route is as follows.

To a solution of 2,4-dichlorothieno[2,3-d]pyrimidine (200 mg, 975.31 umol, 1 eq) in i-PrOH (15 mL) was added DIPEA (630.24 mg, 4.88 mmol, 849.38 uL, 5.0 eq) and 2-(lH-indol-3- yl)ethanamine (203.14 mg, 1.27 mmol, 1.3 eq). The mixture was stirred at 50 °C for 3 h. LC-MS showed the starting material was consumed completely and one main peak with desired MS was detected. The reaction mixture was diluted with H2O (15 mL) and extracted with DCM (15 mL x 3). The combined organic layers were dried over Na2S04 filtered and concentrated under reduced pressure to give a residue which was purified by flash silica gel chromatography (ISCO®; 12 g SepaFlash® Silica Flash Column, Eluent of 20-30percent EtOAc/PE gradient (at) 50 mL/min) to give 2-chloro-N-[2-(lH-indol-3-yl)ethyl]thieno[2,3-d]pyrimidin-4-amine (260 mg, 774.90 umol, 79.4percent yield) as a yellow solid. NMR (400 MHz, CD3OD) delta ppm 7.67 (d, J= 7.9 Hz, 1H), 7.40- 7.35 (m, 2H), 7.31 (d, J = 8.2 Hz, 1H), 7.10-7.05 (m, 2H), 7.00-6.93 (m, 1H), 3.86-3.79 (m, 2H), 3.11 (t, J= 7.4 Hz, 2H); ES-LCMS m/z 329.0, 331.0 [M+H]

The chemical industry reduces the impact on the environment during synthesis 18740-39-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; KYN THERAPEUTICS; CASTRO, Alfredo C.; EVANS, Catherine Anne; (632 pag.)WO2018/195397; (2018); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 130049-82-0, 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidine-4-one, 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, 130049-82-0, blongs to pyrimidines compound. Safety of 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidine-4-one

Example-8 Preparation of 3-(2-chloroethyl)-9-oxo-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one (formula-9) A solution of oxalylchloride (8.8 ml) in dichloromethane (20 ml) was cooled to -65 C. and a solution of dimethyl sulfoxide (6.5 ml) dissolved in dichloromethane (20 ml) was added to it slowly and stirred for 30 min. keeping the temperature at -65 C. a solution of 3-(2-chloroethyl)-9-hydroxy-2-methyl-6,7,8,9-tetrahydro-4H-pyrido[1,2-a]pyrimidin-4-one (5 grams) (formula-7) dissolved in dichloromethane (30 ml) was added to it very slowly and stirred for 40 min. Triethyl amine was added to the reaction mixture and then quenched with water. The organic layer was separated, washed with aqueous sodium carbonate and water. The solvent from the organic layer was distilled off under reduced pressure to provide the title compound. Yield: 4.0 grams

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,130049-82-0, its application will become more common.

Reference:
Patent; MSN LABORATORIES LIMITED; US2011/293889; (2011); 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.130049-82-0, name is 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidine-4-one, molecular formula is C11H15ClN2O2, molecular weight is 242.7, as common compound, the synthetic route is as follows.Application In Synthesis of 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidine-4-one

3-(2-chloroethyl-6,7,8,9-tetrahydro-2-methyl-4H-pyrido[l,2-a]pyrimidin-4-one (60 gm, 0.165 mole) was added to acetonitrile (300 ml) at 25-350C and stirred for 10 mins at 25-35C. 6-Fluoro-3-piperidin-4-yl-benzo[d]isoxazole.HCl (55.9 gm,0.218 mole) and sodium carbonate anhydrous (78.8 gm, 0.743 mole) was added to the reaction mass. The reaction mass was then stirred for 10 min at 25-35C and temperature was raised to 60-65C. The reaction mass was then maintained at 60-65C for 30-45 hrs, slowly cooled and maintained at 25-35C for 1 hr. The resultant solid was filtered and treated with water (600 ml) for 1 hr. The solid was again filtered, washed with water and IPA and dried at 40-45C to give 85 gm of Form II of paliperidone.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,130049-82-0, 3-(2-Chloroethyl)-6,7,8,9-tetrahydro-9-hydroxy-2-methyl-4H-pyrido[1,2-a]pyrimidine-4-one, and friends who are interested can also refer to it.

Reference:
Patent; MATRIX LABORATORIES LIMITED; WO2009/44413; (2009); A2;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 22536-61-4 , The common heterocyclic compound, 22536-61-4, name is 2-Chloro-5-methylpyrimidine, molecular formula is C5H5ClN2, 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 50 mL round bottom flask was added 2-chloro-5-methylpyrimidine (0.150 g, 1.167 mmol), clinfloxacin.(0.427 g, 1.167 mmol) and potassium carbonate (0·193 g, 1 · 400 mmol), then 10 mL of acetonitrile, refluxed at 80 C 23 hours. After the reaction,The reaction mixture was concentrated under reduced pressure.Get a crude product,Use it again(methanol / dichloromethane,1/10, V/V) Purified by silica gel column chromatography,get 0.329g Compound III-2, a yellow solid.Yield: 71.8%

The synthetic route of 22536-61-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Southwest University; Zhou Chenghe; Li Di; Chen Jinping; Ba Tini·nasaiya; An Sali·muhanmode·fuade; (19 pag.)CN109942546; (2019); A;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Electric Literature of 2434-53-9, 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. 2434-53-9, name is 6-Amino-1-methylpyrimidine-2,4(1H,3H)-dione. A new synthetic method of this compound is introduced below.

General procedure: 7 (2.0 mmol, 0.38 g) and the corresponding amine (2.0 mmol) were placed in pressure tube under the flow of dry argon and dissolved in dry DMF (10 mL) containing 1 mL of TMSCl. The mixture was heated at 100 C during 2-12 h (controlled by TLC). Then this solution was evaporated under reduced pressure, treated with water, filtrated and dried on the air and recrystallized from an appropriate solvent, or was subjected to a column chromatography over silica gel.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2434-53-9, 6-Amino-1-methylpyrimidine-2,4(1H,3H)-dione, and friends who are interested can also refer to it.

Reference:
Article; Iaroshenko, Viktor O.; Vilches-Herrera, Marcelo; Gevorgyan, Ashot; Mkrtchyan, Satenik; Arakelyan, Knar; Ostrovskyi, Dmytro; Abbasi, Muhammad S.A.; Supe, Linda; Hakobyan, Ani; Villinger, Alexander; Volochnyuk, Dmitriy M.; Tolmachev, Andrei; Tetrahedron; vol. 69; 3; (2013); p. 1217 – 1228;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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. 1134327-91-5, name is Ethyl 2-(5-bromopyrimidin-2-yl)acetate. A new synthetic method of this compound is introduced below., Recommanded Product: Ethyl 2-(5-bromopyrimidin-2-yl)acetate

To a solution of ethyl 2-(5-bromopyrimidin-2-yl)acetate (S2, 1 equiv) in DMF/H2O (9:1, 10 vol) was added compound S1 (1 equiv), K2CO3(2 equiv), and tetrakis(triphenylphosphine)palladium (0.1 equiv). The reaction mixture was stirred at 90 C. for 5 h and then concentrated under reduced pressure. The remaining residue was purified by column chromatography on silica gel to give compound S3.

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, 1134327-91-5, Ethyl 2-(5-bromopyrimidin-2-yl)acetate.

Reference:
Patent; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAK, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; (905 pag.)WO2017/35353; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Application of 144927-57-1, Adding some certain compound to certain chemical reactions, such as: 144927-57-1, name is Ethyl 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate,molecular formula is C9H8ClN3O2, 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 144927-57-1.

To a stirred solution of ethyl 4-chloro-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate (4.00 g,17.7 mmol) in DCM (40 mL) was added triethylamine (7.48 mL,53.3 mmol) and N,N-dimethylaminopyridine (0.210 g,1.77 mmol) at room temperature. Benzene sulfonyl chloride (4.00 g,22.9 mmol) was then added dropwise over 10 min. The resulting reaction mixture was stirred at room temperature for another 30 min. After completion of reaction,the reaction mixture was diluted with DCM (50 mL) and washed with water. The organic layer was then washed with brine and dried over anhydrous sodium sulfate. The organic layer was filtered and concentrated under vacuum to provide crude material which was then purified by Combi-flash purifier with 20% ethyl acetate in hexane as an eluent to afford ethyl 4-chloro-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate as a light yellow solid: (5.3 g,82% yield): MS (ES) m/z 366.3(M+H)+1.

According to the analysis of related databases, 144927-57-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ACLARIS THERAPEUTICS, INC.; JACOBSEN, Eric Jon; ANDERSON, David Randolph; BLINN, James Robert; HOCKERMAN, Susan Landis; HEIER, Richard; MUKHERJEE, Paramita; (196 pag.)US2020/48262; (2020); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia