p-Fluoronitrobenzene → HCID 23725484, compound
Reaction equation
[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:3]=1[C:13]1[N:14]=[C:15]([CH3:18])[NH:16][CH:17]=1.F[C:20]1[CH:25]=[CH:24][C:23]([N+:26]([O-:28])=[O:27])=[CH:22][CH:21]=1>>[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:3]=1[C:13]1[N:14]=[C:15]([CH3:18])[N:16]([C:20]2[CH:25]=[CH:24][C:23]([N+:26]([O-:28])=[O:27])=[CH:22][CH:21]=2)[CH:17]=1Participants
3
Procedure
As described for Example 57, 5-methyl-4-(2-methyl-1H-imidazol-4-yl)-3-phenyl-isoxazole (70 mg, 0.3 mmol) using 1-fluoro-4-nitrobenzene instead of 4-fluoroacetophenone was converted to the title compound (38 mg, 36%) which was obtained as an off-white solid. MS: m/e=361.4 [M+H]+.
Sources & evidence
- ORD record
- ord-f862f3b9de514e99be8631c3bd1d9277
- Source dataset
- uspto-grants-2008_08
- Patent number
- US07414061B2
Reaction notes
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