Methyl iodide → 3-Bromo-5-ethyl-6-methoxy-2-methylpyridine

5-Bromo-3-ethyl-6-methyl-1H-pyridin-2-one (25 g, 115.7 mmol) was dissolved in 200 ml of chloroform to form an orange solution. Silver carbonate (31.9 g, 115.7 mmol) was added and the mixture was vigorously stirred. Methyl iodide (10.8 ml, 1.5 mmol) was added to this suspension, which was then stirred in the dark at RT under nitrogen. After 3 days, the mixture was filtered and the solution was concentrated in a rotary evaporator. The residue was chromatographed on silica gel with n-heptane as mobile phase and afforded a colorless oil (21.7 g, 82%).

1. customto form an orange solution
2. stirringwas then stirred in the dark at RT under nitrogen
3. filtrationthe mixture was filtered
4. concentrationthe solution was concentrated in a rotary evaporator
5. customThe residue was chromatographed on silica gel with n-heptane as mobile phase

ORD record

ord-b6c79297801249f9ad8abeff96178557

Source dataset

uspto-grants-2011_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07863280B2