Реакция #1702044

Уравнение реакции

NaHSO3

NaI

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

chlorotrimethylsilane

→

title compound

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

Растворители

DCM

acetonitrile

Условия реакции

Обработка

1. 1
   Промывкаthe mixture was washed with water
2. 2
   СушкаThe organic phase was dried over MgSO4
3. 3
   Концентрированиеconcentrated under reduced pressure

Методика

(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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