Methyl iodide → 2-Bromo-4-chloro-3-methoxypyridine

2-bromo-4-chloropyridin-3-ol (8.15 g, 39.1 mmol), potassium carbonate (10.5 g, 76 mmol) and iodomethane (3.65 ml, 58.6 mmol) were added to acetone (300 ml) and stirred for 18 h at room temperature under inert conditions. The reaction mixture was evaporated to dryness, dissolved in ethyl acetate (100 mL), filtered over silica gel and the filter washed with ethyl acetate (3×100 mL). The filtrate was evaporated to dryness to obtain crude product which was purified over silica gel using 0:1 to 1:0 ethyl acetate in heptane to obtain 2-bromo-4-chloro-3-methoxypyridine as a white crystalline solid (6.8 g, 78%).

1. customThe reaction mixture was evaporated to dryness
2. dissolutiondissolved in ethyl acetate (100 mL)
3. filtrationfiltered over silica gel
4. washthe filter washed with ethyl acetate (3×100 mL)
5. customThe filtrate was evaporated to dryness
6. customto obtain crude product which
7. customwas purified over silica gel using 0:1 to 1:0 ethyl acetate in heptane

ORD record

ord-6faca156b82f4634ab39fe7216bb9805

Source dataset

uspto-grants-2016_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09403818B2