반응 #1702044

반응 방정식

NaHSO3

NaI

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

chlorotrimethylsilane

→

title compound

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

용매

DCM

acetonitrile

반응 조건

후처리

1. 1
   세척the mixture was washed with water
2. 2
   건조The organic phase was dried over MgSO4
3. 3
   농축concentrated under reduced pressure

실험 절차

(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).

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