反应 #1702044
ord-cdd11e4a755c4198a40ef2c5174e1e4f
反应方程式
NaHSO3
NaI
(3S)-3-(6-methoxy-3-pyridyl)cyclopentanone
chlorotrimethylsilane
→
title compound
5-[(1S)-3-Oxocyclopentyl]-1H-pyridin-2-one
反应条件
温度
100°CELSIUS
详细条件
See reaction.notes.procedure_details.
后处理
- 1洗涤the mixture was washed with water
- 2干燥The organic phase was dried over MgSO4
- 3浓缩concentrated under reduced pressure
实验过程
(3S)-3-(6-methoxy-3-pyridyl)cyclopentanone (preparation 3) (560 mg, 2.9 mmol) was dissolved in acetonitrile (12 mL) and treated with NaI (1.32 g, 8.8 mmol) followed by chlorotrimethylsilane (0.74 mL, 5.9 mmol). The reaction mixture was heated in a microwave reactor at 100° C. for 5 min. Following the addition of DCM and aqueous NaHSO3, the mixture was washed with water. The organic phase was dried over MgSO4 and concentrated under reduced pressure to afford the title compound. 1H NMR (300 MHz, DMSO) δ 11.43 (s, 1H), 7.50 (dd, 1H), 7.19 (d, 1H), 6.32 (d, 1H), 3.21-3.06 (m, 1H), 2.46-2.35 (m, 1H), 2.33-2.11 (m, 4H), 1.90-1.69 (m, 1H).