Hydrochloric Acid → Methyl 6-chloro-5-hydroxynicotinate

To a mixture of methyl 5-hydroxynicotinate (10.0 g) and water (2.0 mL) was added dropwise 5% aqueous sodium hypochlorite solution (69.2 mL) at 0° C., and the mixture was stirred for 2 hr. 2N Hydrochloric acid (50 mL) was added to the reaction mixture at 0° C., and the resulting white precipitate was collected by filtration. The crude crystals were washed with water, and the obtained solid was dissolved in acetonitrile. The solvent was evaporated under reduced pressure to give a crude product of the title compound (3.71 g) as a pale-yellow solid. This compound was used for the next step without further purification.

1. filtrationthe resulting white precipitate was collected by filtration
2. washThe crude crystals were washed with water
3. dissolutionthe obtained solid was dissolved in acetonitrile
4. customThe solvent was evaporated under reduced pressure

ORD record

ord-6a385d4fb3aa40f5942808a1da1785b2

Source dataset

uspto-grants-2015_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09181186B2