Sodium hydride → HCID 86701851, compound

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Reaction Steps

To a suspension of 3,3a,4,8b-tetrahydro-1H-indeno[1,2-b]pyrrol-2-one (1 g, 5.77 mmol) in toluene (15 ml) was added sodium hydride (0.254 g, 6.35 mmol) at 0° C. The batch was warmed to room temperature and 2-chloro-5-cyanopyridine (0.824 g, 5.77 mmol) was added. The batch was stirred at 95° C. for 2 h. After cooling, the batch was added to ice water and extracted with ethyl acetate (2×). The combined organic phases were concentrated and the residue was purified by column chromatography (hexane/ethyl acetate 7/3) to give 6-(2-oxo-3,3a,4,8b-tetrahydroindeno[1,2-b]pyrrol-1-yl)pyridine-3-carbonitrile F20 (1.00 g, 63%). LCMS (method A) 1.68 min; ES+: 276 (M+H+).

Provenance & Evidence