Category: 63810-78-6

Application of 63810-78-6, 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. 63810-78-6, name is 5-Bromo-4-chloro-2-(methylthio)pyrimidine. A new synthetic method of this compound is introduced below.

To a stirred solution of 5-bromo-4-chloro-2-(methylthio)pyrimidine (6 g, 25 mmol) in THF (200 mL) at 0C, NaH (1.48 g, 60% in mineral oil, 37 mmol) was added and the reaction was stirred at 0C for lh. To this mixture, a solution of 2,2,2- trifluoroethan-l-ol (5.7 g, 25 mmol) in THF (20 mL) was added and the reaction was stirred at room temperature for 2 h. After completion of the reaction, the reaction mixture was quenched with ice cold water (250 mL) and extracted with ethyl acetate (2 x 500 mL). The combined organic layer was washed with brine solution (200 mL), dried over sodium sulfate and evaporated to afford 5-bromo-2-(methylsulfonyl)-4- (2,2,2-trifluoroethoxy)pyrimidine_as white solid (yield: 8 g, Crude). LCMS (ES) m/z = 303.26; NMR (400 MHz, DMSO-d6): delta 2.50 (s, 3H), 5.12-5.19 (m, 2H), 8.69 (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,63810-78-6, its application will become more common.

Reference:
Patent; JUBILANT BIOSYS LIMITED; VENKATESHAPPA, Chandregowda; DURAISWAMY, Athisayamani Jeyaraj; PUTTA, Rama Kishore V P; RAJAGOPAL, Sridharan; (179 pag.)WO2019/87214; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Synthetic Route of 63810-78-6, 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. 63810-78-6, name is 5-Bromo-4-chloro-2-(methylthio)pyrimidine. A new synthetic method of this compound is introduced below.

Compound 44. A mixture of compound 42 (1.0 g, 4.22 mmol, 1.5 eq.), compound 43 (1.2 g, 2.82 mmol, 1 eq.), Pd(PPh3)4 (325 mg, 282 mumol, 0.1 eq.), and LiCl (239 mg, 5.63 mmol, 2 eq.) in toluene (10 mL) was degassed and purged with N2 for 3 times. Then the mixture was stirred at 100 C for 8 h under N2. The reaction mixture was cooled down to 25 oC and partitioned between sat. KF (30 mL) and EtOAc (40 mL). The organic phase was separated, washed with brine (20 mL), dried over Na2SO4, and concentrated in vacuo. The residue was purified by column chromatography (PE/EtOAc: 10/1 to 3/1) to afford compound 44 (400 mg, 1.18 mmol, 42% yield). 1H NMR (CDCl3, 400 MHz) delta 8.72 (s, 1H), 4.11 (s, 3H), 3.00 (d, J = 6.7 Hz, 2H), 2.57 (s, 3H), 1.07-0.92 (m, 1H), 0.57-0.46 (m, 2H), 0.32-0.17 (m, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,63810-78-6, 5-Bromo-4-chloro-2-(methylthio)pyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; YISSUM RESEARCH DEVELOPMENT COMPANY OF THE HEBREW UNIVERSITY OF JERUSALEM LTD.; SNIR-ALKALAY, Irit; VACCA, Joseph; BEN-NERIAH, Yinon; (238 pag.)WO2019/155468; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia