Sodium borohydride → 5-(2-(Hydroxymethyl)-8-morpholinoimidazo[1,2-a]pyrazin-5-yl)picolinonitrile

Participants

Reaction Steps

Compound 75a (74.5 mg, 0.223 mmol) was suspended in MeOH (10 mL) and then NaBH4 (26.3 mg, 0.695 mmol) was added. The reaction was stirred at rt for 18 h and then diluted with water (10 mL) and filtered. The solid was collected by filtration and the filter cake was washed with water (2×10 mL). The solid was dissolved in a mixture of DCM (100 mL) and MeOH (50 mL), dried over Na2SO4, and filtered. The solvent was removed under reduced pressure to afford compound 75b. 1H-NMR (400 MHz, CD3OD+CDCl3) δ (ppm): 8.96 (d, J=2.2 Hz, 1H), 8.20 (dd, J=8.1, 2.2 Hz, 1H), 7.95 (d, J=8.1 Hz, 1H), 7.70 (s, 1H), 7.43 (s, 1H), 4.79 (s, 2H), 4.29-4.36 (m, 4H), 3.85-3.94 (m, 4H). LCMS calcd for C17H16N6O2: 337.1 (M+H). found: 337.1.

Provenance & Evidence