HCID 86694125, compound → 2-Chloro-5-fluoro-N-methylpyridin-3-amine

Temperature

50 °C

Tert-butyl (2-chloro-5-fluoropyridin-3-yl)(methyl)carbamate (Intermediate 36) (0.920 g, 3.53 mmol) was dissolved in trifluoroacetic acid (20 mL) and heated at 50° C. for 90 minutes. The solution was allowed to cool to room temperature and stir for another 14 hours. The reaction mixture was evaporated to dryness under reduced pressure and water (80 mL), saturated sodium bicarbonate (50 mL) and ethyl acetate (100 mL) were added. The phases were mixed and separated and the organic phase was dried with magnesium sulfate before evaporating to dryness under reduced pressure. Purification using silica chromatography (0-10% methanol in dichloromethane gradient) gave 2-chloro-5-fluoro-N-methylpyridin-3-amine as an oil.

1. temperatureto cool to room temperature
2. customThe reaction mixture was evaporated to dryness under reduced pressure and water (80 mL), saturated sodium bicarbonate (50 mL) and ethyl acetate (100 mL)
3. additionwere added
4. additionThe phases were mixed
5. customseparated
6. dry with materialthe organic phase was dried with magnesium sulfate
7. custombefore evaporating to dryness under reduced pressure
8. customPurification

ORD record

ord-c028ee69fe4d420698c4a8027cf0c324

Source dataset

uspto-grants-2015_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09174992B2