Hydrochloric Acid → 6,7-Dihydro-4-hydroxy-7-isobutyl-6-oxo-n-(3-(piperidin-1-yl)propyl)thieno[2,3-b]pyridine-5-carboxamide hydrochloride salt

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Reaction Steps

To a solution of 6,7-dihydro-4-hydroxy-7-isobutyl-6-oxo-N-(3-(piperidin-1-yl)propyl)thieno[2,3-b]pyridine-5-carboxamide (0.11 g, 0.28 mmol) in dichloromethane (0.2 mL) was added hydrogen chloride (0.6 mL, 0.6 mmol, 1.0 M solution in diethyl ether). The reaction mixture became cloudy immediately. Additional amount of diethyl ether was added to cause more solid precipitation. These precipitates were collected by vacuum filtration, washed with ether and dried to give the title compound as an off-white solid (0.11 g, 92% yield). 1H NMR (400 MHz, CDCl3): δ 7.39 (d, 1H), 7.11 (d, 1H), 3.96 (d, 2H), 3.60-2.25 (m, 8H), 2.19-1.79 (m, 8H), 0.99 (d, 6H); MS: m/e 392 (M+H+).

Provenance & Evidence