Cesium carbonate → HCID 57595389, compound

Participants

Reaction Steps

(2S,4R)-1-(4-{4-[Acetyl-(4-chloro-phenyl)-amino]-2-methyl-3,4-dihydro-2H-quinoline-1-carbonyl}-phenyl)-piperidine-4-carboxylic acid ethyl ester was prepared from (2S,4R)-trifluoro-methanesulfonic acid 4-{4-[acetyl(4-chloro-phenyl)-amino]-2-methyl-3,4-dihydro-2H-quinoline-1-carbonyl}-phenyl ester by adding piperidine-4-carboxylic acid ethyl ester (4 eq.), Cs2CO3 (3 eq.), 10% Pd2(dba)3, BINAP (0.20 equ), and 10% 18-Crown-6 (0.10 eq.) in toluene at 110° C. over night. The reaction mixture was concentrated in vacuo. The residue was partitioned between ethyl acetate and water, then extracted three times with ethyl acetate, dried over MgSO4, filtered and concentrated down. The crude residue was purified by HPLC to afford the product.

Provenance & Evidence