Sodium borohydride → N-methyl-1-(1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazol-5-yl)methanamine

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Reaction Steps

To a solution of 66 (1.0 g, 4.11 mmol) in MeOH (10 mL) cooled to 0° C. was added NaBH4 (300 mg, 8.23 mmol). After stirring at RT overnight, the mixture was quenched with water (3 mL) and extracted with DCM (3×50 mL). The organic layers were separated, washed with brine, dried (MgSO4), filtered and concentrated in vacuo to afford 880 mg (66%) of N-methyl-1-(1-(tetrahydro-2H-pyran-2-yl)-1H-benzo[d]imidazol-5-yl)methanamine (68) as yellow oil: MS (ESI) m/z=246.2 [M+1]+.

Provenance & Evidence