Hydrochloric Acid → HCID 89662805, compound

Participants

Reaction Steps

A suspension of 4-[2-(6-chloro-5,7-dimethyl-1H,3H-2,4,7a,8-tetraaza-cyclopenta[a]indene-2-carbonyl)-phenyl]-7-trifluoromethyl-[1,4]diazepane-1-carboxylic acid tert-butyl ester (90 mg; 0.15 mmol; 1 eq.) in a 4M solution of HCl in 1,4-dioxane (0.38 mL; 1.52 mmol; 10 eq.) was stirred at room temperature for 3 hours. A 4M solution of HCl in 1,4-dioxane (0.38 mL; 1.52 mmol; 10 eq.) was added and the reaction mixture was stirred at room temperature for a 45 minutes. After concentration in vacuo, purification by mass directed preparative HPLC afforded the title compound (14 mg, 17%) as a white solid. 1H NMR (DMSO-d6) 10.12 (br s, 2H), 7.46-7.35 (m, 1H), 7.35-7.26 (m, 1H), 7.18-7.10 (m, 1H), 7.04 (t, J=7.4 Hz, 1H), 4.85 (d, J=8.3 Hz, 2H), 4.67-4.28 (m, 3H), 4.22-3.74 (m, 4H), 3.62-3.45 (m, 2H), 2.85 (s, 1.5H), 2.81 (s, 1.5H), 2.62 (s, 1.5H), 2.56 (s, 1.5H), 2.34-2.19 (m, 1H), 2.17-1.98 (m, 1H). HPLC (max plot) 94.6%, Rt 2.94 min. UPLC/MS: (MS+) 493.2 ([M+H]+).

Provenance & Evidence