Acrylic Acid → HCID 10520057, compound

Participants

Reaction Conditions

Reaction Steps

1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (288 mg, 1.5 mmol) was added to a solution of 6-amino-4[(3-chlorophenyl)amino]quinazoline (136 mg, 0.5 mmol) and acrylic acid (108 mg, 1.5 mmol) in dimethylformamide (DMF) (5 mL), stirred under nitrogen at 0° C. After 15 minutes the reaction mixture was stirred at 25° C. for 18 hours, and then poured onto ice-water (50 mL) and after 1 hour the precipitate was collected by Buchner filtration. The residue was rinsed, air dried, dissolved in the minimum of 25° C. methanol (MeOH) (60 mL), concentrated at 25° C. under reduced pressure to below 10 mL, and recrystallized at 0° C. to give N-[4-[(3-chlorophenyl)-amino]quinazolin-7-yl]acrylamide (33 mg, 20%) as a light orange solid, mp 296.5-298.5° C. Calculated for C17H13ClN4O.0.08 CH3OH.0.25 H2O: C, 61.82; H, 4.20; N, 116.89%. Found: C, 61.92, H, 4.23; N, 116.72%.

Provenance & Evidence