Dimethylamine → 6-Bromo-N,N-dimethylnicotinamide

N,N′-Carbonyldiimidazole (1 g, 6.17 mmol) was added to a solution of 6-bromonicotinic acid (1 g, 4.95 mmol) in dimethylsulfoxide (4.16 mL) and the mixture was stirred for 24 hours. Dimethylamine (40% in water, 8.3 mL, 37 mmol) was then added and the mixture was stirred for a further 18 hours. The reaction mixture was then diluted with dichloromethane (20 mL) and washed with water (10 mL). The organic layer was dried over sodium sulphate and concentrated in vacuo. The residue was purified by column chromatography on silica gel, eluting with ethyl acetate to afford the title compound in 46% yield, 520 mg.

1. stirringthe mixture was stirred for a further 18 hours
2. washwashed with water (10 mL)
3. dry with materialThe organic layer was dried over sodium sulphate
4. concentrationconcentrated in vacuo
5. customThe residue was purified by column chromatography on silica gel
6. washeluting with ethyl acetate

ORD record

ord-138578b6290e402a96d1410bee473d86

Source dataset

uspto-grants-2009_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07557121B2