Sodium → HCID 68095262, compound

Participants

Reaction Conditions

Reaction Steps

Sodium tertrahydroborate (10 mg, 0.27 mmol) was added to a solution of N-(7-(6-formyl-4-methylpyridin-3-yl)isoquinolin-3-yl)cyclopropanecarboxamide (45 mg, 0.14 mmol) in tetrahydrofuran (0.8 mL) cooled at 0° C. After 15 minutes, the reaction mixture was quenched with a few drops of water, diluted ethyl acetate (50 mL) and washed with water (50 mL). The organic layer was separated, dried over sodium sulfate, filtered, and evaporated in vacuo to afford a residue that was purified by reverse phase HPLC (5-85% acetonitrile in water with 0.1% formic acid over 14 min) to afford the title compound as an off-white solid (26 mg, 60%). 1H NMR (400 MHz, DMSO) δ 10.92 (s, 1H), 9.14 (s, 1H), 8.51 (s, 1H), 8.48 (d, J=5.0 Hz, 1H), 7.94 (m, 2H), 7.56 (d, J=8.5 Hz, 1H), 7.33 (d, J=5.0 Hz, 1H), 4.85 (t, J=5.3 Hz, 1H), 4.25 (d, J=5.2 Hz, 2H), 2.08 (m, 4H), 0.85 (m, 4H). LCMS (Method H): RT=2.40 min, M+H+=334.1.

Provenance & Evidence