Sodium borohydride → (5-((2,2-dimethyltetrahydro-2H-pyran-4-yl)methoxy)-6-(2-fluoro-5-methoxyphenyl)pyridin-3-yl)methanol

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Reaction Steps

To a solution of methyl 5-((2,2-dimethyltetrahydro-2H-pyran-4-yl)methoxy)-6-(2-fluoro-5-methoxyphenyl)nicotinate (950 mg) in methanol (20 mL) was added, at 0° C., sodium tetrahydroborate (1.16 g) by small portions, and the mixture was stirred at 60° C. for 4 hr. The solvent was evaporated under reduced pressure, and ethyl acetate was added to the residue. The organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give the title compound (930 mg) as a pale-yellow oil.

Provenance & Evidence