4-Methylmorpholine → HCID 22466773, compound

Participants

Reaction Conditions

Reaction Steps

Dissolved 370 mg (4.40 mmol) 2-butynoic acid in 20 ml THF under N2 and chilled to 0° C. Added 484 μl (4.40 mmol) N-methylmorpholine and 572 μl (4.40 mmol) isobutyl chloroformate and stirred for 10 minutes. Added a solution of 500 mg (1.76 mmol) 6-amino-4-[(3-ethynylphenyl)amino]-quinoline-3-carbonitrile in 1 ml DMF and 10 ml THF. Removed ice bath at 15 minutes and stirred overnight at 25° C. Stripped solvent, slurried residue with water, collected solids, and dried in vacuo. Boiled in ethyl acetate, collected solids and dried in vacuo, giving 494 mg of yellow solid: mass spectrum (electrospray m/e): M+H=350.9.

Provenance & Evidence