1,2-Dichloroethane → HCID 68600025, compound

Participants

Reaction Steps

To a solution of 4 g of (S)-2-[(4-Carboxymethoxy-quinoline-2-carbonyl)-amino]-pentanedioic acid 5-tert-butyl ester 1-methyl ester in 30 ml of DCM, 3.4 g of EDC and 3.2 g of pentafluorophenol was added and the reaction mixture was stirred for 2 h at RT. Then, 5 g of (S)-Pyrrolidine-2-carboxylic acid cyclopropylamide trifluoroacetate salt and 2 g of NEM in 10 ml of DCM was added. After 3 h the reaction mixture was diluted with water and extracted with DCM (3×150 ml). The combined organic phases were dried over MgSO4 and the solvents were removed under reduced pressure. The crude product was purified by chromatography on silica gel eluting with a gradient of n-heptane/ethyl acetate. The fractions containing the product were combined and the solvent evaporated under reduced pressure. Yield: 1.8 g.

Provenance & Evidence