4-Chlorobenzylamine → HCID 178522895, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of ethyl 8-((benzylamino)methyl)-4-hydroxy-6-(4-morpholinylmethyl)-3-quinolinecarboxylate (Preparation 28, 513 mg) and 4-chlorobenzylamine (2.5 mL) is heated at 200° C. for 20 min. The mixture is concentrated, and the remaining oil is taken up in chloroform and applied to a silica gel column. The column is eluted with 1% methanol/chloroform followed by 2-4% methanol/chloroform to afford 483 mg of the title compound after crystallization from ethyl acetate/ether. Physical characteristics: M.p. 214-216° C.; 1H NMR (CDCl3) δ2.46, 3.59, 3.71, 3.86, 4.28, 4.67, 7.28-7.43, 7.53, 8.25, 8.84, 10.5. Anal. Found: C, 67.68; H, 5.89; N, 10.52; Cl, 6.64.

Provenance & Evidence