반응 #3264

반응 방정식

methylamine

4-chloro-2-methylsulfanyl-5-pyrimidinecarboxylate ethyl ester

triethylamine

→

4-methylamino-2-methylsulfanyl-5-pyrimidinecarboxylate ethyl ester

수율 81.0%

용매

hexane

tetrahydrofuran

반응 조건

후처리

1. 1
   농축then concentrated in vacuo
2. 2
   기타partitioned between chloroform and saturated aqueous sodium bicarbonate
3. 3
   세척The organic layer was washed with brine
4. 4
   건조dried over MgSO4
5. 5
   여과filtered
6. 6
   농축concentrated
7. 7
   기타to provide a white solid
8. 8
   여과filtered

실험 절차

To a solution of 4-chloro-2-methylsulfanyl-5-pyrimidinecarboxylate ethyl ester (18.66 g, 80.4 mmol) in 260 mL of tetrahydrofuran was added triethylamine (34 mL, 244 mmol), followed by 30 mL of a 40% aqueous solution of methylamine. The solution was stirred for 30 minutes at 25° C. then concentrated in vacuo and partitioned between chloroform and saturated aqueous sodium bicarbonate. The organic layer was washed with brine, dried over MgSO4, filtered, and concentrated to provide a white solid. The solid was suspended in hexane and filtered to provide 14.70 g (81%) of 4-methylamino-2-methylsulfanyl-5-pyrimidinecarboxylate ethyl ester; mp 91°-93° C.

출처