Acetaldehyde → 2-(4-bromophenyl)-5-cyclopropyl-6-(ethylamino)-N-methyl-2H-indazole-3-carboxamide

Participants

Reaction Steps

To a suspension of 6-amino-2-(4-bromophenyl)-5-cyclopropyl-N-methyl-2H-indazole-3-carboxamide (i) (20 mg, 0.052 mmol) in MeOH (0.6 mL) was added acetaldehyde (15 μL 0.27 mmol) at 0° C. Sodium cyanoborohydride (5 mg, 0.078 mmol) was then added and the mixture was stirred at RT for 1 h. The mixture was filtered and the filtrate was concentrated to dryness. The residue was purified by reverse phase flash column chromatography eluting with ACN/water (5-100%) to give 2-(4-bromophenyl)-5-cyclopropyl-6-(ethylamino)-N-methyl-2H-indazole-3-carboxamide (ii) as a white solid (7 mg, 32%).

Provenance & Evidence