4-Methylmorpholine → HCID 22466605, compound

Participants

Reaction Conditions

Reaction Steps

Dissolved 695 mg (8.27 mmol) 2-butynoic acid in 40 ml THF and chilled to 0° C. under N2. Added 1.08 ml (8.30 mmol) isobutyl chloroformate and 910 μl (8.27 mmol) N-methylmorpholine and stirred for 10 minutes. Dropwise added a solution of 1.00 g (3.31 mmol) 6-amino-4-[(3-isopropylphenyl)amino]-3-quinolinecarbonitrile in 2.0 ml DMF and 15 ml THF. Removed ice bath at 15 minutes and stirred at 25° C. overnight. Stripped solvent, slurried residue with water, and collected solid. Recrystallized from ethyl acetate and dried in vacuo, giving 329 mg of yellow-green solid: mass spectrum (electrospray m/e): M+H=369.2.

Provenance & Evidence