3-Fluoro-4-methoxyaniline → N-(3-Fluoro-4-methoxyphenyl)-2'-methyl-5'-(5-methyl-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](Cl)=[O:21])=[CH:16][CH:15]=1.[F:23][C:24]1[CH:25]=[C:26]([CH:28]=[CH:29][C:30]=1[O:31][CH3:32])[NH2:27]>>[F:23][C:24]1[CH:25]=[C:26]([NH:27][C:20]([C:17]2[CH:18]=[CH:19][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:15][CH:16]=2)=[O:21])[CH:28]=[CH:29][C:30]=1[O:31][CH3:32]Participants
3
Procedure
N-(3-Fluoro-4-methoxyphenyl)-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-carbonyl chloride and 3-fluoro-4-methoxyaniline using method K. NMR; δH [2H6]—DMSO 10.35,(1H, b), 8.04,(2H, d), 7.90,(1H, dd), 7.78-7.75,(2H, m)7.59-7.51,(4H, m), 7.17,(1H, t), 3.82,(3H, s), 2.57,(3H, s), 2.33,(3H, s). LCMS; retention time 3.50 min, MH+ 418.
Sources & evidence
- ORD record
- ord-8a079f4977294d21b9430b38071b1e2f
- Source dataset
- uspto-grants-2008_06
- Patent number
- US07384963B2
Reaction notes
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