Acrylic Acid → HCID 21254833, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-acetamido-5-bromo-3-methylpyridine (110 mg) and tri-n-butylamine (196 mg) in xylene were added palladium(II) acetate (1 mg) and triphenylphosphine (1 mg) under nitrogen atmosphere, and the mixture was heated at 150° C. Acrylic acid (41.5 mg) was added thereto, and the mixture was stirred for 7 hours at the same temperature. After cooling to ambient temperature, ethyl acetate and saturated sodium bicarbonate solution were added to the reaction mixture, and separated aqueous layer was adjusted to pH 4 with 4N hydrochloric acid. The mixture was extracted with chloroform. The extract was washed with water and brine, dried over magnesium sulfate and evaporated in vacuo. The residue was collected by filtration and washed with diisopropyl ether to give (E)-3-(6-acetamido-5-methylpyridin-3-yl)acrylic acid (89 mg).

Provenance & Evidence