Water → HCID 22466587, compound

Participants

Reaction Conditions

Reaction Steps

Dissolved 362 mg (4.31 mmol) acid in 20 ml THF under N2 and chilled to 0° C. Added 560 μl (4.30 mmol) isobutyl chloroformate and 475 μl (4.31 mmol) N-methylmorpholine and stirred for 10 minutes. Dissolved 500 mg (1.72 mmol) 6-amino-4-[(3-methoxyphenyl)amino]-3-quinolinecarbonitrile in 2 ml hot DMF and added 10 ml THF. Added this to the mixed anhydride dropwise, stirred for 15 minutes at 0° C. and at 25° C. overnight. Stripped solvent, slurried residue with water, collected solids, and air dried. Recrystallized from ethyl acetate and dried in vacuo, giving 270 mg of yellow solid: mass spectrum (electrospray m/e): M+H=357.1.

Provenance & Evidence