Reacción #1702044

Ecuación de reacción

NaHSO3

NaI

(3S)-3-(6-methoxy-3-pyridyl)cyclopentanone

chlorotrimethylsilane

→

title compound

5-[(1S)-3-Oxocyclopentyl]-1H-pyridin-2-one

Disolventes

DCM

acetonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadothe mixture was washed with water
2. 2
   SecadoThe organic phase was dried over MgSO4
3. 3
   Concentraciónconcentrated under reduced pressure

Procedimiento

(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).

Fuente