HRID531298

反应详情

EQUATION

反应方程式

HRID 531298 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

CONDITIONS

反应条件

温度
45 °C

PROCEDURE

实验过程

A solution of (4S,5R)-5-[3,5-bis(trifluoromethyl)phenyl]-3-{[5-bromo-2-(3,3-difluoroazetidin-1-yl)pyrimidin-4-yl]methyl}-4-methyl-1,3-oxazolidin-2-one (INTERMEDIATE 13, 200 mg, 0.348 mmol), tert-butyl 4-[6-methoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl]-3-methylbenzoate (INTERMEDIATE 31, 173 mg, 0.452 mmol) and potassium carbonate (144 mg, 1.04 mmol), in 1,4-dioxane (2 mL) and water (2.000 mL) was degassed, and refilled with nitrogen. Then, 1,1′-bis(di-tert-butylphosphino)ferrocene palladium dichloride (11.3 mg, 0.017 mmol) was added, and the reaction was stirred at 45° C. for 2 hours. It was directly applied to preparative reverse phase HPLC, eluting with 10% to 100% acetonitrile in water, to give the title compound for step A as a white solid after lyophilization. LCMS (M+H)+: 794.05.

WORKUP

后处理

  1. additionrefilled with nitrogen
  2. washeluting with 10% to 100% acetonitrile in water