Ethylene Glycol → HCID 71115234, compound

Participants

Reaction Conditions

Reaction Steps

N-(7-bromoisoquinolin-3-yl)cyclopropanecarboxamide (150 mg, 0.52 mmol), copper(I) iodide (96 mg, 0.52 mmol), 1,10-phenanthroline (100 mg, 0.52 mmol) and cesium carbonate (219 mg, 0.67 mmol) were combined in ethylene glycol (5 mL). The resulting mixture was stirred at 120-140° C. overnight under nitrogen. The reaction mixture was concentrated and purified by prep-HPLC to give the product (20.1 mg, 14.3%). LCMS (ESI): RT (min)=0.86, M+H+=273.0, method=A. 1H NMR (400 MHz, DMSO-d6) δ 10.75 (s, 1H), 8.97 (s, 1H), 8.36 (s, 1H), 7.76 (d, J=9.2 Hz, 1H), 7.41 (s, 1H), 7.34 (d, J=9.2 Hz, 1H), 4.93-4.90 (m, 1H), 4.09 (t, J=4.8 Hz, 2H), 3.78-3.74 (m, 2H), 2.03-2.00 (m, 1H), 0.81-0.77 (m, 4H).

Provenance & Evidence