Aniline → HCID 67976399, compound

Participants

Reaction Conditions

Reaction Steps

N-(7-bromoisoquinolin-3-yl)cyclopropanecarboxamide (200 mg, 0.69 mmol), aniline (76 mg, 0.83 mmol), palladium(II) acetate (30 mg, 0.15 mmol), X-Phos (66 mg, 0.15 mmol) and cesium carbonate (450 mg, 1.4 mmol) were mixed in 1,2-dimethoxyethane (50 mL). After the reaction mixture was stirred at 100° C. under nitrogen for 3 hours, it was concentrated, washed with water and extracted with ethyl acetate, and purified by prep-HPLC to give the desired product (93.2 mg, 44.5%). LCMS (ESI): RT (min)=1.018, M+H+=303.8, Method=A; 1H NMR (400 MHz, DMSO-d6) δ 10.70 (s, 1H), 8.89 (s, 1H), 8.51 (s, 1H), 8.29 (s, 1H), 7.72 (d, J=8.8 Hz, 1H), 7.56 (s, 1H), 7.42 (d, J=8.8 Hz, 1H), 7.30-7.20 (m, 2H), 7.20-7.18 (m, 2H), 6.90-6.89 (m, 1H), 2.05-2.01 (m, 1H), 0.82-0.76 (m, 4H).

Provenance & Evidence