4-[2-methyl-5-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl]benzoic Acid → 2'-Methyl-N-{2[(methylamino)carbonyl]benzyl}-5'-(5-methyl-1,3,4-oxadiazol-2-yl)-1,1'-biphenyl-4-carboxamide

HRID 131705Notes

Reaction equation

HRID 131705 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:34]=[CH:33][CH:32]=[CH:31][C:26]=1[C:27]([NH:29][CH3:30])=[O:28]>>[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:15]=[CH:16][C:17]([C:20]([NH:23][CH2:24][C:25]2[CH:34]=[CH:33][CH:32]=[CH:31][C:26]=2[C:27]([NH:29][CH3:30])=[O:28])=[O:21])=[CH:18][CH:19]=1

Participants

3

Reactant 2

HCID 112201194-[2-methyl-5-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl]benzoic AcidHCID 232211982-(aminomethyl)-N-methylBenzamide

Product 1

HCID 692211052'-Methyl-N-{2[(methylamino)carbonyl]benzyl}-5'-(5-methyl-1,3,4-oxadiazol-2-yl)-1,1'-biphenyl-4-carboxamide

Procedure

2′-Methyl-N-{2[(methylamino)carbonyl]benzyl}-5′-(5-methyl-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 2-(aminomethyl)-N-methylbenzamide using method M. NMR; δH [2H6]—DMSO 9.03,(1H, t), 8.41,(1H, q), 7.98,(2H, d), 7.90,(1H, dd), 7.77,(1H, d), 7.56-7.52,(3H, m), 7.43-7.37,(3H, m), 7.30,(1H, m), 4.62,(2H, d), 2.79,(3H, d), 2.56,(3H, s), 2.31,(3H, s). LCMS; retention time 3.02 min, MH+ 441.

Sources & evidence

ORD record
ord-69da23ed57294f65bef6ede33ba306de
Source dataset
uspto-grants-2008_06
Patent number
US07384963B2

Reaction notes

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