HCID 117889587, compound → HCID 117892033, compound

Participants

Reaction Steps

N-[5-(1-Benzyl-1H-benzoimidazol-2-yl)-1-methyl-2-oxo-1,2-dihydro-pyridin-3-yl]-formamide G1 (93.000 mg; 0.259 mmol) is suspended in THF (extra dry, 2.000 ml), borane-tetrahydrofuran complex (0.259 ml; 0.259 mmol) is added at 0° C. under argon. After 1 h stirring at RT, a second portion of borane-tetrahydrofuran complex (0.259 ml; 0.259 mmol) is added to the reaction mixture at 0° C. After an extra 1 h stirring at RT, a final third portion of borane-tetrahydrofuran complex (0.259 ml; 0.259 mmol) is added to the reaction mixture at 0° C. The mixture is stirred for 30 min at RT. The reaction mixture is quenched with water and extracted with 3×10 ml DCM. The combined organic layer is dried with Na2SO4, filtered and concentrated under reduced pressure. The residue is purified on silica chromatography Combiflash (Column: Redisep Rf, 12 g; gradient: cyclohexane/EtOAc=100%/0% to 0%/100%; flow rate=30 ml/min; 28 column volumes; detection wavelength: 254 nm). Product containing fractions are combined and concentrated under reduce pressure.

Provenance & Evidence