Ethyl Acetate → 6-chloro-N3-cyclopropyl-N4'-(cyclopropylmethyl)-1,1'-biphenyl-3,4'-dicarboxamide

Participants

Reaction Conditions

Reaction Steps

3-Bromo-4-chloro-N-cyclopropylbenzamide (Intermediate 18, 55 mg), N-cyclopropylmethyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)benzamide (Intermediate 19, 60 mg), tetrakis(triphenylphosphine)palladium (5 mg) and aqueous sodium carbonate (2N, 0.5 ml) were mixed in DMF (1.2 ml) and heated at 85° C. under nitrogen for 18 hrs. Ethyl acetate was added to the cooled reaction, the reaction filtered and the filtrate reduced to dryness under vacuum. The residue was applied to a SPE cartridge (Si, 5 g) and eluted with an ethyl acetate/cylohexane gradient (0–100% ethyl acetate). The product fractions were reduced to dryness under vacuum to give 6-chloro-N3-cyclopropyl-N4′-(cyclopropylmethyl)-1,1′-biphenyl-3,4′-dicarboxamide.

Provenance & Evidence