Hydrochloric Acid → (E)-N-Methyl-N-(3-methylbenzofuran-2-ylmethyl)-3-(2-oxo-2,3,4,5-tetrahydro-1H-pyrido[2,3-e][1,4]diazepin-7-yl)acrylamide hydrochloride

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Reaction Steps

A suspension of (E)-N-Methyl-N-(3-methylbenzofuran-2-ylmethyl)-3-(2-oxo-2,3,4,5-tetrahydro-1H-pyrido[2,3-e][1,4]diazepin-7-yl)acrylamide (0.16 g, 0.40 mmol) in CH2Cl2 (10 mL) was treated with anhydrous HCl (0.40 mL of a 1.0 M solution in Et2O, 0.40 mmol). After stirring for 45 min, the mixture was diluted with Et2O (50 mL) and then stiffed for 1 h. The solid was isolated by filtration, washed with Et2O, and dried under vacuum at 50° C. for 3 d to give the title compound (0.15 g, 90%) as a white powder and as a mixture of amide rotamers: 1H NMR (300 MHz, DMSO-d6) δ 11.09 (s, 1H), 10.12 (br s, 2H), 8.79-8.76 (m, 1H), 8.33-8.31 (s, 1H), 7.60-7.24 (m, 6H), 5.01-4.81 (m, 2H), 4.26 (s, 2H), 3.85 (s, 2H), 3.20-2.93 (m, 3H), 2.27 (s, 3H); MS (ESI) m/e 391 (M+H)+.

Provenance & Evidence