4-bromo-N-(cyclopropylmethyl)-3-fluorobenzamide

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 4-Bromo-N-cyclopropylmethyl-3-fluorobenzamide (Intermediate 15, 60 mg), N-cyclopropyl-methyl-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzamide (60 mg), tetrakis(triphenylphosphine)palladium (2.5 mg) and aqueous sodiumhydrogen carbonate (1M, 1 ml) were heated in propan-2-ol (2 ml) at 85° C. for 18 hours. The reaction was concentrated under vacuum and the residue applied to a SPE (Si, 2 g) and eluted with 1:3 and 3:1 ethyl acetate/cyclohexane. The solvent was evaporated from the latter fraction under vacuum and the residue triturated with ether to give N3-cyclopropyl-N4′-(cyclopropylmethyl)-2′-fluoro-6-methyl-1,1′-biphenyl-3,4′-dicarboxamide. The reaction was concentrated under vacuum eluted with 1:3 and 3:1 ethyl acetate/cyclohexane The solvent was evaporated from the latter fraction under vacuum the residue triturated with ether