4-(Aminomethyl)benzamide → N-[4-(Aminocarbonyl)benzyl]-2'-methyl-5'-(5methyl-1,3,4-oxadiazol-2-yl)-1,1'-biphenyl-4-carboxamide
Reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]([CH3:13])=[N:11][N:12]=2)=[CH:4][C:3]=1[C:14]1[CH:19]=[CH:18][C:17]([C:20](O)=[O:21])=[CH:16][CH:15]=1.[NH2:23][CH2:24][C:25]1[CH:33]=[CH:32][C:28]([C:29]([NH2:31])=[O:30])=[CH:27][CH:26]=1>>[NH2:31][C:29]([C:28]1[CH:27]=[CH:26][C:25]([CH2:24][NH:23][C:20]([C:17]2[CH:16]=[CH:15][C:14]([C:3]3[CH:4]=[C:5]([C:8]4[O:9][C:10]([CH3:13])=[N:11][N:12]=4)[CH:6]=[CH:7][C:2]=3[CH3:1])=[CH:19][CH:18]=2)=[O:21])=[CH:33][CH:32]=1)=[O:30]Participants
3
Procedure
N-[4-(Aminocarbonyl)benzyl]-2′-methyl-5′-(5methyl-1,3,4-oxadiazol-2-yl)-1,1′-biphenyl-4-carboxamide was prepared from 2′-methyl-5′-(5-methyl-1,3,4-oxadiazol-2-yl)-1,1′-biphenyl-4-carboxylic acid and 4-aminomethylbenzamide using method H. NMR; δH [2H6]—DMSO 9.20,(1H, t), 8.01,(2H, d), 7.93,(1H, b), 7.89,(1H, dd), 7.83,(2H, d), 7.77,(1H, d), 7.54,(3H, m), 7.39,(2H, d), 7.32,(1H, b), 4.54,(2H, d), 2.56,(3H, s), 2.31,(3H, s). LCMS; retention time 2.82 min, MH+ 427.
Sources & evidence
- ORD record
- ord-ae6b32ddcada4c7d871018857177a722
- Source dataset
- uspto-grants-2008_06
- Patent number
- US07384963B2
Reaction notes
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