Sodium borohydride → 1-(1-(4-methoxy-1H-pyrrolo[2,3-c]pyridin-7-yl)-1H-1,2,4-triazol-3-yl)ethanol

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Reaction Steps

To a solution of 1-(1-(4-methoxy-1H-pyrrolo[2,3-c]pyridin-7-yl)-1H-1,2,4-triazol-3-yl)ethanone (50 mg, 0.194 mmol) in MeOH (3 mL) was added sodium borohydride (14.71 mg, 0.389 mmol) at 0° C. After stirring at room temperature for 3 h, the reaction was diluted with 5% NaHCO3 (5 mL) and extracted with EtOAc (2×30 mL). The organic layers were combined and concentrated. The residue was purified by prep. HPLC to give 1-(1-(4-methoxy-1H-pyrrolo[2,3-c]pyridin-7-yl)-1H-1,2,4-triazol-3-yl)ethanol (29 mg, 0.112 mmol, 57.5% yield). LCMS: m/z 260.2 (M+H)+, 1.47 min (method 8). 1H NMR (500 MHz, MeOD) δ ppm 9.17 (s, 1H) 7.51 (s, 1H) 7.45 (d, J=3.05 Hz, 1H) 6.67 (d, J=3.05 Hz, 1H) 5.09 (q, J=6.51 Hz, 1H) 4.02 (s, 3H) 1.63 (d, J=6.41 Hz, 3H).

Provenance & Evidence