반응 #159611

반응 방정식

3-Hydroxyazetidine hydrochloride

triethylamine

3-Hydroxyazetidine hydrochloride

triethylamine

Methyl 2,5-dichloronicotinate

→

title compound ( D62 )

수율 76.6%

methyl 5-chloro-2-(3-hydroxyazetidin-1-yl)nicotinate

수율 76.6%

용매

tetrahydrofuran methanol

반응 조건

후처리

1. 1
   workup.ADDITIONwas added
2. 2
   기타at 62° C.
3. 3
   기타overnight
4. 4
   온도the reaction mixture was further heated at 80° C. for 28 h
5. 5
   기타Solvents were evaporated in vacuo
6. 6
   여과The formed solid was filtered
7. 7
   세척washed with water (500 ml)
8. 8
   기타dried in vacuum

실험 절차

To a mixture of 3-Hydroxyazetidine hydrochloride (37.17 g, 0.339 mol) and triethylamine (70.93 ml, 0.508 mol) in tetrahydrofuran/methanol (840/280 ml) Methyl 2,5-dichloronicotinate (70 g, 0.339 mol) was added and the resulting mixture was heated at 75° C. for 4 hours then at 62° C. overnight. 3-Hydroxyazetidine hydrochloride (3.7 g, 0.03 mol) and triethylamine (23.60 ml, 0.16 mol) were added and the reaction mixture was further heated at 80° C. for 28 h. Solvents were evaporated in vacuo. The residue was taken in dichloromethane (400 ml) and water (500 ml). The formed solid was filtered, washed with water (500 ml) and dried in vacuum to afford a first batch of the title compound (D62) (63 g).

출처