Sodium cyanoborohydride → HCID 86605388, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 3-{4-[(R)-{[(1S)-1-(methoxycarbonyl)-3-methylbutyl]oxy}(phenyl)methyl]phenyl}-1-methylpyridinium iodide from example 36 step 3 (1.45 g, 2.72 mmol) in methanol (25 mL) was added in portions sodium cyanoborohydride (4.25 g, 67.6 mmol). The mixture was heated at 65° C. for 1 h and then concentrated. The residue was partitioned between diethyl ether (75 mL) and water (25 mL). The separated aqueous layer was extracted again with diethyl ether (75 mL). The combined ether layers were dried (Na2SO4), filtered, concentrated and chromatographed on silica gel using 10% methanol in dichloromethane as eluent to obtain the title compound as an oil.

Provenance & Evidence