Hydrochloric Acid → HCID 18463943, compound

Participants

Reaction Steps

Isoquinoline-1-carboxylic acid {1-benzyl-2-[(2-benzyloxy-5-oxo-tetrahydro-furan-3-ylcarbamoyl)-methyl]-3,7-dioxo-[1,2]diazepan-4-yl}-amide (10a, diastereomers) (14 mg, 0.022 mmol) was stirred in the solution of 10% HCl (1.5 mL) and acetonitrile (1 mL) for 4 hours. The reaction mixture was diluted with water (30 mL), washed with ether (30 mL) twice. The aqueous solution was purged with nitrogen for 30 min then cooled in dry ice and lyophilized overnight to afford 10 mg (83% yield) of the title compound. 1H-NMR (500 MHz, CD3OD) δ 2.00-2.10 (m, 1H), 2.32-2.50 (m, 2H), 3.62-3.72 (m, 1H), 4.15-4.35 (m, 2H), 4.45-4.80 (m, 4H), 5.25-5.32 (m, 1H), 7.30-7.68 (m, 5H), 7.95-8.05 (m, 1H), 8.12-8.17 (m, 1H), 8.22-8.27 (m, 1H), 8.35-8.41 (d, 1H), 8.56 (s, 1H), 8.65-8.74 (d, 1H). Analytical HPLC: 9.40 min. LC-MS (ES+): m/e=546 (M+H+).

Provenance & Evidence