Hydrochloric Acid → HCID 16659663, compound

Participants

Reaction Steps

A stirring solution of (E)-3-(3,3-dimethyl-2-oxo-2,3,4,5-tetrahydro-1H-pyrido[2,3-e][1,4]diazepin-7-yl)-N-(2-isobutoxy-3-methoxybenzyl)-N-methylacrylamide (0.196 g, 0.426 mmol) in CH2Cl2 (4 mL) under N2 was treated with anhydrous HCl (0.21 mL of a 2.0 M solution in diethyl ether, 0.42 mmol) After stirring for 7 h, the resulting solid was collected by filtration, washed with Et2O (100 mL) and dried to yield the title compound (0.10 g, 47%) as an off white solid and as a mixture of amide rotamers: 1H NMR (300 MHz, DMSO-d6) δ 10.93-10.92 (m, 1H), 10.51 (br s, 2H), 8.66-8.62 (m, 1H), 8.40-8.32 (m, 1H), 7.60-7.53 (m, 1H), 7.38-7.33 (m, 1H), 7.05-6.94 (m, 2H), 6.68-6.61 (m, 1H), 4.80-4.65 (m, 2H), 4.42-4.37 (m, 2H), 3.79 (s, 3H), 3.72-3.68 (m, 2H), 3.12-2.86 (m, 3H), 2.04-1.97 (m, 1H), 1.63-1.61 (m, 6H), 1.00-0.97 (m, 6H); MS (ESI) m/e 467 (M+H)+.

Provenance & Evidence