1,1-Dichloroethane → HCID 70011773, compound

Participants

Reaction Steps

3′-Carboxymethyl-biphenyl-3-carboxylic acid methyl ester (77 mg) is combined with 76 mg 1-hydroxy-7-azabenzotriazole, 234 mg polymer-bound DCC, and 4 mg 4-dimethylaminopyridine in 4 ml 3:1 dichloroethane:DMF. The slurry is shaken 30 minutes at ambient temperature before adding 100 mg Benzyl-[2-(3-methoxy-benzyl)-1,2,3,4-tetrahydro-naphthalen-1-yl]-amine (prepared in a similar fashion to Preparation C). The mixture is shaken at ambient temperature 18 hours. The resin is filtered off and washed with dichloromethane and methanol. The solvent is evaporated to give a yellow oil. The oil is dissolved in dichloromethane, the insoluble material is filtered off, and the filtrate is separated by radial chromatography (4 mm plate, 3:1 hexanes:ethyl acetate). Product fractions are combined and evaporated to give 76 mg of the title compound as a colorless oil, 42%.

Provenance & Evidence