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PYRIMIDINE, 5-BROMO-4-CHLORO-2-(2,5-DIMETHYL-1H-PYRROL-1-YL)-6-METHYL- synthesis

2synthesis methods
-

Yield:1013099-50-7 100%

Reaction Conditions:

with toluene-4-sulfonic acid in toluene at 160; for 7 h;Dean-Stark;

Steps:

5-bromo-4-chloro-2-(2,5-dimethyl-1H-pyrrol-1-yl)-6-methylpyrimidine (5c)

A mixture of 5b (85 g, 382 mmol), 2,5-hexanedione (65.4 g, 573 mmol) and p-toluenesulfonic acid monohydrate (7.27 g, 38.2 mmol) in toluene (500 mL) in a round bottom flask connected to a Dean-Stark apparatus was refluxed at 160 °C for 7 h. After cooling to rt, the reaction mixture was washed with water and brine, dried over Na2SO4, filtered and concentrated to afford 5c as a brown solid (115 g, 100% yield), which was used directly in the next step without further purification

References:

Lin, Songwen;Wang, Chunyang;Ji, Ming;Wu, Deyu;Lv, Yuanhao;Sheng, Li;Han, Fangbin;Dong, Yi;Zhang, Kehui;Yang, Yakun;Li, Yan;Chen, Xiaoguang;Xu, Heng [Bioorganic and Medicinal Chemistry,2018,vol. 26,# 3,p. 637 - 646] Location in patent:supporting information