The origin of a common compound about 51957-32-5

According to the analysis of related databases, 51957-32-5, the application of this compound in the production field has become more and more popular.

Synthetic Route of 51957-32-5, 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. 51957-32-5, name is 4-Chloro-5-methylpyrimidine, molecular formula is C5H5ClN2, 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.

[0485] Procedure: To a stirred solution of compound (2-(piperidin-4-yl)ethyl)sulfamide hydrochloride (0.1 g, 0.41 mmol) in DMF (4 mL) was added 4-chloro-5-methylpyrimidine (0.058 g, 0.45 mmol) and aqueous solution of potassium carbonate (0.113 g, 0.82 mmol) and the resulting mixture was stirred at 90 C for 12 h. The progress of the reaction was monitored by TLC. Then the reaction was quenched with water (20 mL) and extracted with ethyl acetate (2 × 30 mL). The combined organic layers were washed with brine (30 mL), dried over sodium sulphate, filtered and evaporated under reduced pressure. The crude obtained was purified by combiflash purifier using ethyl acetate in n-hexane to afford N-(2-(1-(5-methylpyrimidin-4-yl)piperidin-4-yl)ethyl)sulfamide (0.012 g , 9.83 %).1HNMR (400 MHz, DMSO-d6): delta 8.44 (s, 1H), 8.09 (s, 1H), 6.42 (s, 2H), 6.39 (t, J = 6 Hz, 1 H), 3.93 (d, J = 13.2 Hz, 1H), 2.90 (q, J = 7.2 Hz, 2H), 2.80 (t, J = 12.4 Hz, 2H), 2.15 (s, 3H), 1.70 (d, J = 12.8 Hz, 2H), 1.58-1.63 (m, 1H), 1.41(q, J = 6.8 Hz, 2H), 1.11-1.21-(m, 2H). LC-MS (ES) m/z = 300.1 [M+H]+.

According to the analysis of related databases, 51957-32-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MAVUPHARMA, INC.; GALLATIN, William Michael; ODINGO, Joshua; DIETSCH, Gregory N.; FLORIO, Vincent; VENKATESHAPPA, Chandregowda; DURAISWAMY, Athisayamani Jeyaraj; (273 pag.)WO2019/46778; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia