Sodium borohydride → 1-(2-Aminopyridin-4-yl)ethanol

To a mixture of 1-(2-aminopyridin-4-yl)ethanone (36) (168 mg, 1.234 mmol) in MeOH (10 mL), under nitrogen at 0° C., was added sodium borohydride (46.7 mg, 1.234 mmol). The reaction mixture was stirred at RT for 2 hr, and the volatiles were removed under reduced pressure. The residue was taken up into EtOAc (25 mL), and extracted with saturated aq NaHCO3 solution (30 mL). The aqueous layer was back extracted with EtOAc (2×20 mL), and the combined organic extracts were washed with brine (30 mL), dried and the solvents removed in vacuo to give the title compound (37) (77 mg, 45%) as a yellow oil: m/z 139 (M+H)+ (ES+).

1. customthe volatiles were removed under reduced pressure
2. extractionextracted with saturated aq NaHCO3 solution (30 mL)
3. extractionThe aqueous layer was back extracted with EtOAc (2×20 mL)
4. washthe combined organic extracts were washed with brine (30 mL)
5. customdried
6. customthe solvents removed in vacuo

ORD record

ord-e8ffde79d0ec4b459c7a4f1d51564ab6

Source dataset

uspto-grants-2012_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08299073B2