1,10-Phenanthroline → HCID 68095381, compound

Participants

Reaction Conditions

Reaction Steps

Cyclohexanol (10 mL) was added to a mixture of N-(7-bromoisoquinolin-3-yl)cyclopropanecarboxamide (150 mg, 0.44 mmol), copper(I) iodide (83.9 mg, 0.44 mmol), 1,10-phenanthroline (79.2 mg, 0.44 mmol) and cesium carbonate (188 mg, 0.58 mmol). The resulting mixture was stirred at 140-160° C. for 2 hours under nitrogen. The reaction mixture was concentrated and purified by prep-HPLC to give the product (31.5 mg, 22.9%). LCMS (ESI): RT=1.141, M+H+=310.9, method=A. 1H NMR (400 MHz, DMSO-d6) δ 10.73 (s, 1H), 8.97 (s, 1H), 8.34 (s, 1H), 7.74 (d, J=9.2 Hz, 1H), 7.45 (s, 1H), 7.31 (d, J=8.8 Hz, 1H), 4.40-4.50 (m, 1H), 2.01-1.98 (m, 3H), 1.80-1.70 (m, 2H), 1.60-1.21 (m, 6H), 0.82-0.78 (m, 4H).

Provenance & Evidence