反应 #1435694

反应方程式

2-[3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazol-5-yl]-6-chloro-8-methyl-4H-3,1-benzoxazin-4-one

benzoxazinone

1-trimethylsilylmethylthio-2-propylamine

→

title compound

3-Bromo-N-[4-chloro-2-methyl-6-[[[1-methyl-2-[[(trimethylsilyl)methyl]thio]ethyl]amino]carbonyl]phenyl]-1-(3-chloro-2-pyridinyl)-1H-pyrazole-5-carboxamide

溶剂

tetrahydrofuran

反应条件

后处理

1. 1
   温度cooled to room temperature
2. 2
   其他The tetrahydrofuran solvent was evaporated under reduced pressure
3. 3
   其他the residual solid was chromatographed on silica gel with hexanes/ethyl acetate as eluent (5:1)

实验过程

To a solution of 2-[3-bromo-1-(3-chloro-2-pyridinyl)-1H-pyrazol-5-yl]-6-chloro-8-methyl-4H-3,1-benzoxazin-4-one (i.e. the benzoxazinone product of Step E) (0.23 g, 0.51 mmol) in tetrahydrofuran was added 1-trimethylsilylmethylthio-2-propylamine (0.103 g, 0.58 mmol), and the reaction mixture was heated to 80° C. for 3 hours and then cooled to room temperature. The tetrahydrofuran solvent was evaporated under reduced pressure, and the residual solid was chromatographed on silica gel with hexanes/ethyl acetate as eluent (5:1) to afford the title compound, a compound of the present invention, as a white solid (73 mg), m.p. 151–153° C.

来源