HCID 67254174, compound → HCID 67254528, compound

Participants

Reaction Steps

A solution of 8-amino-5-bromo-2-methylisoquinolin-1(2H)-one (Compound 123A, 2.83 g, 10.0 mmol) in a mixture of methanol (120 mL) and acetic acid (5 mL) was hydrogenated over 5% Pd/C (500 mg) under pressure for 24 h. Another batch of 5% Pd/C (400 mg) was added to the reaction mixture and the hydrogenation was continued for a further 24 h. TLC (5% MeOH in CH2Cl2) showed the reaction was complete. The catalyst was filtered off and the filtrate was evaporated to dryness to give a residue, which was purified by column chromatography on silica gel (5% MeOH in CH2Cl2) to afford the title compound as a solid (0.40 g, 23%). 1H NMR (CDCl3, 300 MHz): δ=3.50 (s, 3 H), 6.32 (d, J=7.5 Hz, 1 H), 6.48 (br, 2 H), 6.54 (d, J=7.8 Hz, 1 H), 6.67 (d, J=7.8 Hz, 1 H), 6.91 (d, J=7.5 Hz, 1 H), 7.29 (d, J=7.8 Hz, 1 H).

Provenance & Evidence