3-Methoxybenzylamine → N-[(3-methoxyphenyl)methyl]-4-[2-methyl-5-(5-methyl-1,3,4-oxadiazol-2-yl)phenyl]benzamide
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.[CH3:23][O:24][C:25]1[CH:26]=[C:27]([CH:30]=[CH:31][CH:32]=1)[CH2:28][NH2:29]>>[CH3:23][O:24][C:25]1[CH:26]=[C:27]([CH:30]=[CH:31][CH:32]=1)[CH2:28][NH:29][C:20]([C:17]1[CH:16]=[CH:15][C:14]([C:3]2[CH:4]=[C:5]([C:8]3[O:9][C:10]([CH3:13])=[N:11][N:12]=3)[CH:6]=[CH:7][C:2]=2[CH3:1])=[CH:19][CH:18]=1)=[O:21]Participants
3
Procedure
N-(3-Methoxybenzyl)-2′-methyl-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 3-methoxybenzylamine using method N. NMR; δH [2H6]—DMSO 9.12,(1H, t), 8.00,(2H, d), 7.90,(1H, dd), 7.76,(1H, d), 7.56-7.51,(3H, m), 7.24,(1H, t), 6.90,(2H, m), 6.83,(1H, dd), 4.48,(2H, d), 3.73,(3H, s), 2.56,(3H, s), 2.31,(3H, s). LCMS; retention time 3.34 min, MH+ 414.
Sources & evidence
- ORD record
- ord-63abf9f8d5a844d6bb748b36310294b4
- Source dataset
- uspto-grants-2008_06
- Patent number
- US07384963B2
Reaction notes
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