反応 #42511

反応方程式

methyl 2-chloro-6-methylpyrimidine-4-carboxylate

di-n-propylamine

triethylamine

→

methyl 2-(dipropylamino)-6-methylpyrimidine-4-carboxylate

収率 82.7%

溶媒

THF

反応条件

後処理

1. 1
   温度at reflux for 1.3 h, at which time
2. 2
   温度is was cooled
3. 3
   その他partitioned between ethyl acetate
4. 4
   workup.ADDITIONa mixture of brine and aq. sodium bicarbonate
5. 5
   乾燥The organic layer was dried over magnesium sulfate
6. 6
   濃縮concentrated
7. 7
   その他chromatographed on silica gel

実験手順

A mixture of methyl 2-chloro-6-methylpyrimidine-4-carboxylate (0.411 g, 2.20 mmol), di-n-propylamine (0.668 g, 6.60 mmol), triethylamine (0.267 g, 2.64 mmol), and THF (5 ml) was stirred at room temperature for 55 min and then at reflux for 1.3 h, at which time is was cooled and partitioned between ethyl acetate and a mixture of brine and aq. sodium bicarbonate. The organic layer was dried over magnesium sulfate and concentrated and then chromatographed on silica gel using ethyl acetate-hexane (90/10) to give methyl 2-(dipropylamino)-6-methylpyrimidine-4-carboxylate (0.457 g) as a pale yellow liquid.

出典