Sodium hydride → HCID 70874243, compound

Participants

Reaction Steps

To a stirred solution of 4-Chloro-1-(2-ethoxy-ethyl)-2-oxo-1,2-dihydro-quinoline-3-carbonitrile (1 eq, 0.100 g, 0.36 mmole) in N,N′-dimethylfomamide was added commercially available 3-Amino-azetidine-1-carboxylic acid tert-butyl ester (1.1 eq, 0.068 g, 0.39 mmole) and treated with 60% NaH oil dispersion (1.5 eq, 0.013 g, 0.54 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 3-[3-Cyano-1-(2-ethoxy-ethyl)-2-oxo-1,2-dihydro-quinolin-4-ylamino]-azetidine-1-carboxylic acid tert-butyl ester as a pale yellow solid (0.133 g, 90%, calc M+H 413, obs M+H 413).

Provenance & Evidence