4-Methylmorpholine → HCID 22466772, compound

Participants

Reaction Conditions

Reaction Steps

Dissolved 310 mg (3.68 mmol) 2-butynoic acid in 20 ml THF and chilled to 0° C. under N2. Added 480 μl (3.68 mmol) isobutyl chloroformate and 410 μl (3.72 mmol) N-methylmorpholine. Stirred for 20 minutes and dropwise added a solution of 500 mg (1.47 mmol) 6-amino-4-[(4-bromophenyl)amino]-3-quinolinecarbonitrile in 1 ml DMF and 10 ml THF. Removed ice bath after 15 minutes and stirred at 25° C. overnight. Stripped solvent, slurried residue with water and collected solids. Boiled solids in ethyl acetate, collected, and dried in vacuo, giving 341 mg of yellow solid: mass spectrum (electrospray m/e): M+H=405.1, 407.1.

Provenance & Evidence