Methyl iodide → 5-Bromo-1-methylpyridin-2(1H)-one

To a solution of 5-bromopyridin-2(1H)-one (3.0 g, 17.2 mmol) in DMF (30 mL) was added iodomethane (7.34 g, 5.17 mmol) and potassium carbonate (14.24 g, 103.2 mmol) under argon. The reaction mixture was stirred at room temperature for 16 h, and was then concentrated under vacuum. The residue was dissolved in ethyl acetate (2×100 mL) and then washed with water (2×50 mL) and brine solution (2×50 mL). The organic phase was dried over sodium sulphate, concentrated under vacuum to afford 5-bromo-1-methylpyridin-2(1H)-one as a yellow solid. 1H NMR (400 MHz, CDCl3): δ 7.40 (s, 1H), 7.34 (d, 1H), 7.25 (s, 1H), 6.48 (d, 1H), 3.51 (s, 3H); LC-MS m/z calcd for [M+H]+ 189.96. found 190.0.

1. concentrationwas then concentrated under vacuum
2. dissolutionThe residue was dissolved in ethyl acetate (2×100 mL)
3. washwashed with water (2×50 mL) and brine solution (2×50 mL)
4. dry with materialThe organic phase was dried over sodium sulphate
5. concentrationconcentrated under vacuum

ORD record

ord-a502b3bfcc644e88bf52f30a78b4beb5

Source dataset

uspto-grants-2015_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09199975B2