p-Fluoronitrobenzene → HCID 23725436, compound

HRID 2219334Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:12]([C:13]2[N:14]=[CH:15][NH:16][CH:17]=2)=[C:11]([CH3:18])[O:10][N:9]=1.F[C:20]1[CH:25]=[CH:24][C:23]([N+:26]([O-:28])=[O:27])=[CH:22][CH:21]=1>>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:12]([C:13]2[N:14]=[CH:15][N:16]([C:20]3[CH:25]=[CH:24][C:23]([N+:26]([O-:28])=[O:27])=[CH:22][CH:21]=3)[CH:17]=2)=[C:11]([CH3:18])[O:10][N:9]=1

Participants

Reactant 2

HCID 9590p-Fluoronitrobenzene

HCID 178434991HCID 178434991, compound

Product 1

HCID 23725436HCID 23725436, compoundYield 87%

Procedure

As described for Example 36, 3-(2-fluoro-phenyl)-4-(1H-imidazol-4-yl)-5-methyl-isoxazole (100 mg, 0.41 mmol) using 1-fluoro-4-nitrobenzene instead of 4-fluoroacetophenone was converted to the title compound (130 mg, 87%) which was obtained as an off-white solid. MS: m/e=365.0 [M+H]+.

Sources & evidence

ORD record: ord-9af11d8dbc57479cac90377868bff8ca
Source dataset: uspto-grants-2008_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07414061B2

Reaction notes

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