2-chloro-5,6-dihydrocyclopenta[b]pyridin-7-one synthesis
- Product Name:2-chloro-5,6-dihydrocyclopenta[b]pyridin-7-one
- CAS Number:1150617-92-7
- Molecular formula:C8H6ClNO
- Molecular Weight:167.59
911405-91-9
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Yield:1150617-92-7 91%
Reaction Conditions:
Stage #1: 2-chloro-6,7-dihydro-5H-cyclopenta[b]pyridin-7-olwith Dess-Martin periodane in dichloromethane; for 2 h;
Stage #2: with sodium hydroxide in dichloromethane;
Steps:
157.1
Step 1. 2-chloro-5,6-dihydro-7H-cyclopenta[b]pyridin-7-oneDess-Martin periodinane (0.550 g, 1.30 mmol) was added to a solution of 2-chloro-6,7-dihydro-5H-cyclopenta[b]pyridin-7-ol (prepared as described in WO2006/103511; 0.200 g, 1.18 mmol) in DCM (5 mL). The solution was stirred for 2 h, then was washed with 1N NaOH, dried over sodium sulfate, decanted and concentrated. The product was used without further purification (180 mg, 91%). 1H NMR (400 MHz, in CDCl3 and CD3OD): δ 7.64 (d, 1H), 7.39 (d, 1H), 3.06-2.96 (m, 2H), 2.74-2.58 (m, 2H); LCMS (M+H)+: 168.1.
References:
US2010/298334,2010,A1 Location in patent:Page/Page column 115
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