Chloroacetyl chloride → 2-Chloro-N-(3-fluoro-pyridin-4-yl)-acetamide

A solution of 3-fluoro-pyridin-4-ylamine (0.2 g) in dry dichloromethane (2 mL) under nitrogen at 0° C. was treated with triethylamine (0.28 mL) followed by slow addition of chloroacetyl chloride (0.16 mL). The reaction mixture was allowed to warm up to room temperature. After 2 h, the mixture was partitioned between dichloromethane and water The phases were separated and the aqueous layer was extracted with dichloromethane (×2). The combined organic layer was washed with brine, dried over sodium sulphate, filtered and concentrated to give the crude product which was purified by silica gel chromatography eluting with 0-100% EtOAc/cyclohexane. The relevant fractions were combined and evaporated to give the title compound (0.11 g) as a pink solid.

1. customthe mixture was partitioned between dichloromethane and water The phases
2. customwere separated
3. extractionthe aqueous layer was extracted with dichloromethane (×2)
4. washThe combined organic layer was washed with brine
5. dry with materialdried over sodium sulphate
6. filtrationfiltered
7. concentrationconcentrated
8. customto give the crude product which
9. customwas purified by silica gel chromatography
10. washeluting with 0-100% EtOAc/cyclohexane
11. customevaporated

ORD-Eintrag

ord-ae5256a72c1b4a959f450ab91dcab968

Quelldatensatz

uspto-grants-2012_12

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08329729B2