Sodium hydride → HCID 70873821, compound

Participants

Reaction Steps

To a stirred solution of 4-Chloro-1-(4-fluoro-benzyl)-2-oxo-1,2-dihydro-quinoline-3-carbonitrile, compound C, (1 eq, 0.250 g, 0.80 mmole) in N,N′-dimethylformamide was added commercially available piperazine-1-carboxylic acid tert-butyl ester (1.1 eq, 0.164 g, 0.88 mmole) and treated with 60% NaH oil dispersion (1.5 eq, 0.029 g, 1.2 mmole). After stirring for 2 h, reaction was quenched with 10% HCl aq, (1 ml) then H2O (5 ml), A solid formed that was collected and dried. No further purification was necessary, afforded 4-[3-Cyano-1-(4-fluoro-benzyl)-2-oxo-1,2-dihydro-quinolin-4-yl]-piperazine-1-carboxylic acid tert-butyl ester as a pale yellow solid (0.325 g, 88%, calc M+H 463, obs M+H 463).

Provenance & Evidence