Sodium borohydride → 6-Bromo-3-pyridinemethanol

To a solution of 4.85 g of 6-bromo-pyridine-3-carboxaldehyde in 50 mL of MeOH at 0° C. was added 1.93 g of NaBH4. This mixture was allowed to warm to room temperature. Upon completion of the reaction, the reaction mixture was concentrated to a residue, which was partitioned between ethyl acetate and water and extracted with ethyl acetate. The organic layer was washed with brine and dried over sodium sulphate. Purification by flash chromatography (silica, heptanes/ethyl acetate) provided 4.83 g of (6-bromo-pyridin-3-yl)-methanol.

1. customUpon completion of the reaction
2. concentrationthe reaction mixture was concentrated to a residue, which
3. customwas partitioned between ethyl acetate and water
4. extractionextracted with ethyl acetate
5. washThe organic layer was washed with brine
6. dry with materialdried over sodium sulphate
7. customPurification by flash chromatography (silica, heptanes/ethyl acetate)

ORD record

ord-ae407f184d82495e848c8e2d32726f45

Source dataset

uspto-grants-2012_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08283479B2