Hydrochloric Acid → HCID 16659985, compound

Participants

Reaction Steps

A suspension of (E)-3-(3,3-dimethyl-2-oxo-2,3,4,5-tetrahydro-1H-pyrido[2,3-e][1,4]diazepin-7-yl)-N-methyl-N-(1-methyl-1H-indol-2-ylmethyl)acrylamide (0.15 g, 0.36 mmol) in CH2Cl2 (5 mL) was treated with anhydrous HCl (0.36 mL of a 1.0 M solution in Et2O, 0.36 mmol). After stirring for 10 min, the mixture was diluted with Et2O (50 mL) and then stirred for 1.5 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 (0.14 g, 83%) as a tan powder and as a mixture of amide rotamers: 1H NMR (500 MHz, DMSO-d6) δ 10.90-10.87 (m, 1H), 10.54 (br s, 2H), 8.66-8.63 (m, 1H), 8.39-8.33 (s, 1H), 7.62-7.59 (m, 1H), 7.51-7.32 (m, 3H), 7.14-7.11 (m, 1H), 7.03-6.99 (m, 1H), 6.43-6.19 (m, 1H), 5.07-4.86 (m, 2H), 4.40-4.35 (m, 2H), 3.74-3.69 (m, 3H), 3.13-3.00 (m, 3H), 1.63-1.59 (m, 6H); MS (ESI) n/e 418 (M+H)+.

Provenance & Evidence