Water → 3-Bromo-5-(difluoromethoxy)pyridine

Temperatur

100 °C

A mixture of 5-bromopyridin-3-ol (3.7 g, 21 mmol) and potassium carbonate (8.8 g, 64 mmol) in DMF (50 ml) was treated with 2-chloro-2,2-difluoroacetic acid (2.16 ml, 25 mmol) and the reaction mixture was heated at 100° C. overnight. Further potassium carbonate (4.4 g, 32 mmol) and 2-chloro-2,2-difluoroacetic acid (1.08 ml, 12.5 mmol) were added and the reaction mixture stirred at 100° C. overnight. Water and ethyl acetate were added and the organic phase was washed with brine, dried over magnesium sulphate and the solvent was removed under vacuum. The resulting crude was purified by flash chromatography using SP1® Purification System (0% to 15% in 25 CV, hexane-ethyl acetate) to obtain 0.81 g (17% yield) of the title compound. Purity: 100%

1. washthe organic phase was washed with brine
2. dry with materialdried over magnesium sulphate
3. customthe solvent was removed under vacuum
4. customThe resulting crude was purified by flash chromatography
5. customSP1® Purification System (0% to 15% in 25 CV, hexane-ethyl acetate)

ORD-Eintrag

ord-242b837eebfc4361866b214abdb6c600

Quelldatensatz

uspto-grants-2016_07

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09388189B2