Sodium Hydroxide → HCID 178517822, compound

To a solution of 5-bromo-2,4-dichloropyrimidine (10 g, 44.2 mmol) in THF (135 mL) was added sodium hydroxide solution (3 M, 45 mL), and the mixture was stirred overnight at RT. The solvent was evaporated, and the residue was diluted with water (100 mL). The aqueous solution was cooled to 0° C., brought to pH 2-3 with 1 N HCl and then extracted with methanol/dichloromethane (5%, 5×100 mL). The organic layers were separated, combined, dried over sodium sulfate, filtered and concentrated to give 5-bromo-2-chloropyrimidin-4-ol (6.5 g, 71%) as a yellow solid. MS (ES+) C4H2BrClN2O requires: 208, 210, found: 209, 211 [M+H]+.

1. customThe solvent was evaporated
2. additionthe residue was diluted with water (100 mL)
3. temperatureThe aqueous solution was cooled to 0° C.
4. extractionextracted with methanol/dichloromethane (5%, 5×100 mL)
5. customThe organic layers were separated
6. dry with materialdried over sodium sulfate
7. filtrationfiltered
8. concentrationconcentrated

ORD record

ord-03b4d24e1fc448708e17b3c8d02f5933

Source dataset

uspto-grants-2016_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09334263B2