Acrylonitrile → HCID 131733921, compound

Participants

Reaction Conditions

Reaction Steps

Under a nitrogen atmosphere, to a mixture of methyl 5-bromo-6-methoxynicotinate (2.37 g), palladium acetate (430 mg), tri(o-tolyl)phosphine (1.17 g), triethylamine (4.0 mL) and DMF (20 mL) was added acrylonitrile (6.4 mL), and the mixture was stirred under microwave irradiation at 120° C. for 10 hr. To the reaction mixture was added saturated aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate and THF. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (552 mg) as pale-yellow crystals. This compound was used for the next step without further purification.

Provenance & Evidence