Tert-butyl 2-({5'-[(cyclopropylamino)carbonyl]-2'-methyl-1,1'-biphenyl-4-yl}carbonyl)hydrazinecarboxylate → N-cyclopropyl-4'-(hydrazinocarbonyl)-6-methyl-1,1'-biphenyl-3-carboxamide
Reaction equation
[CH:1]1([NH:4][C:5]([C:7]2[CH:8]=[CH:9][C:10]([CH3:30])=[C:11]([C:13]3[CH:18]=[CH:17][C:16]([C:19]([NH:21][NH:22]C(OC(C)(C)C)=O)=[O:20])=[CH:15][CH:14]=3)[CH:12]=2)=[O:6])[CH2:3][CH2:2]1>Cl>[CH:1]1([NH:4][C:5]([C:7]2[CH:12]=[C:11]([C:13]3[CH:18]=[CH:17][C:16]([C:19]([NH:21][NH2:22])=[O:20])=[CH:15][CH:14]=3)[C:10]([CH3:30])=[CH:9][CH:8]=2)=[O:6])[CH2:3][CH2:2]1Participants
3
Procedure
A solution of tert-butyl 2-({5′-[(cyclopropylamino)carbonyl]-2′-methyl-1,1′-biphenyl-4-yl}carbonyl)hydrazinecarboxylate (Intermediate 41) (2.37 g) in hydrogen chloride (4.0M solution in dioxane, 20 ml) was stirred at room temperature under nitrogen for 6 hours. The solvent was evaporated under vacuum, the residue was dissolved in water, basified with sodium hydroxide solution (2N) and extracted with ethyl acetate. The organic phase was dried (magnesium sulphate) and the solvent removed under vacuum to give the N-cyclopropyl-4′-(hydrazinocarbonyl)-6-methyl-1,1′-biphenyl-3-carboxamide.