4-Methylmorpholine → HCID 22466724, compound

Participants

Reaction Conditions

Reaction Steps

Dissolved 275 mg (3.27 mmol) 2-butynoic acid in 20 ml THF under N2 and chilled to 0° C. Added 420 μl (3.23 mmol) isobutyl chloroformate and 355 μl (3.24 mmol) N-methylmorpholine and stirred for 10 minutes. Added dropwise a solution of 500 mg (1.30 mmol) 6-amino-4-[(3-iodophenyl)amino]-3-quinolinecarbonitrile and after 15 minutes, removed ice bath and stirred overnight at 25° C. Stripped solvent, washed with water and collected solids. Boiled in ethyl acetate, collected, and dried in vacuo, giving 228 mg of orange-brown solid: mass spectrum (electrospray m/e): M+H=453.1.

Provenance & Evidence