Hydrochloric Acid → 2-[3-(4-Chlorophenyl)ureido]-6-(cyclopropylmethyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine-3-carboxamide hydrochloride

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Reaction Steps

To a solution of compound A5 (121 mg, 0.299 mmol) in tetrahydrofuran (5 mL) was added hydrochloride (2 M in diethyl ether, 0.200 mL, 0.400 mmol). After stirring at room temperature for 15 min, the reaction mixture was concentrated under reduced pressure and the resulting residue was triturated with methylene chloride to afford compound A6 as a yellow solid (94 mg, 71%): 1H NMR (500 MHz, DMSO-d6) δ 10.97 (s, 1H), 10.28 (bs, 1H), 10.26 (s, 1H), 7.55-7.48 (m, 3H), 7.35 (d, J=9.0 Hz, 2H), 7.14 (bs, 1H), 4.61-4.57 (m, 1H), 4.31-4.28 (m, 1H), 3.72-3.70 (m, 1H), 3.39-3.36 (m, 1H), 3.22-3.19 (m, 1H), 3.11-3.08 (m, 3H), 1.19-1.11 (m, 1H), 0.70-0.63 (m, 2H), 0.45-0.39 (m, 2H). MS (M+H) 405.

Provenance & Evidence