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-237772472e3043e1a49f0fd9240e2f53

Source dataset

uspto-grants-2011_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07919628B2