反応 #159611

反応方程式

3-Hydroxyazetidine hydrochloride

triethylamine

3-Hydroxyazetidine hydrochloride

triethylamine

Methyl 2,5-dichloronicotinate

→

title compound ( D62 )

収率 76.6%

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

収率 76.6%

溶媒

tetrahydrofuran methanol

反応条件

後処理

1. 1
   workup.ADDITIONwas added
2. 2
   その他at 62° C.
3. 3
   その他overnight
4. 4
   温度the reaction mixture was further heated at 80° C. for 28 h
5. 5
   その他Solvents were evaporated in vacuo
6. 6
   ろ過The formed solid was filtered
7. 7
   洗浄washed with water (500 ml)
8. 8
   その他dried in vacuum

実験手順

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).

出典