Sodium borohydride → HCID 178428427, compound

Participants

Reaction Steps

To a suspension of 4-(3-formyl-1H-indazol-5-yl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarbonitrile (200 mg, 0.66 mmol) in MeOH was added NaBH4 (50 mg) at rt. After 1 hr, the reaction was diluted with brine, extracted with EtOAc, washed with water, and dried. Concentration followed by purification through flash chromatography afforded 1,4-dihydro-4-[3-(hydroxymethyl)-1H-indazol-5-yl]-2,6-dimethyl-3,5-pyridinedicarbonitrile (100 mg, 50%) as a yellow solid (Cpd. No. 144, Table 2). 1H-NMR (400 MHz, DMSO-D6): δ=9.55 (s, 1H), 7.68 (s, 1H), 7.52 (d, 1H), 7.26 (d, 1H), 5.24 (t, 1H), 4.78 (d, 2H), 4.55 (s, 1H), 2.03 (s, 6H) ppm.

Provenance & Evidence