反应 #1095878

反应方程式

ammonium chloride

4-chloro-6-(cis-3,5-dimethylpiperidino)-5-fluoropyrimidine

sodium hydride

2-butyn-1-ol

→

4-(2-butynyloxy)-5-fluoro-6-(cis-3,5-dimethylpiperidino)pyrimidine

收率 90.7%

溶剂

tetrahydrofuran

tetrahydrofuran

tetrahydrofuran

反应条件

后处理

1. 1
   workup.STIRRINGstirred for 6 hours at 60° C
2. 2
   萃取the mixture was extracted with tert-butyl methyl ether three times
3. 3
   洗涤The organic layers were washed with a saturated sodium chloride aqueous solution
4. 4
   干燥dried over anhydrous magnesium sulfate
5. 5
   浓缩concentrated

实验过程

0.10 g of sodium hydride (60% oil suspension) was suspended in 3 ml of tetrahydrofuran. 1 ml of tetrahydrofuran solution of 0.16 g of 2-butyn-1-ol was added dropwise therein, and the mixture was stirred for 10 minutes. Into the mixture was added dropwise 1 ml of tetrahydrofuran solution of 0.31 g of 4-chloro-6-(cis-3,5-dimethylpiperidino)-5-fluoropyrimidine and stirred for 6 hours at 60° C. Into the reaction mixture was added a saturated ammonium chloride aqueous solution, and the mixture was extracted with tert-butyl methyl ether three times. The organic layers were washed with a saturated sodium chloride aqueous solution, dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography to obtain 0.32 g of 4-(2-butynyloxy)-5-fluoro-6-(cis-3,5-dimethylpiperidino)pyrimidine (hereinafter, referred to as Compound (29)).

来源