p-Fluoronitrobenzene → HCID 23725860, compound

HRID 2219328Notes

Reaction equation

[CH2:1]([C:3]1[O:7][N:6]=[C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:4]=1[C:14]1[N:15]=[CH:16][NH:17][CH:18]=1)[CH3:2].F[C:20]1[CH:25]=[CH:24][C:23]([N+:26]([O-:28])=[O:27])=[CH:22][CH:21]=1>>[CH2:1]([C:3]1[O:7][N:6]=[C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:4]=1[C:14]1[N:15]=[CH:16][N:17]([C:20]2[CH:25]=[CH:24][C:23]([N+:26]([O-:28])=[O:27])=[CH:22][CH:21]=2)[CH:18]=1)[CH3:2]

Participants

Reactant 2

HCID 9590p-Fluoronitrobenzene

HCID 178438221HCID 178438221, compound

Product 1

HCID 23725860HCID 23725860, compoundYield 30%

Procedure

As described for Example 30 e), 5-ethyl-4-(1H-imidazol-4-yl)-3-phenyl-isoxazole (100 mg, 0.43 mmol) was converted using 1-fluoro-4-nitro-benzene instead of 4-fluoroacetophenone to the title compound (45 mg, 30%) which was obtained as a white solid. MS: m/e=347.1 [M+H]+.

Sources & evidence

ORD record: ord-6c37f0544357475182481b857a2f90b7
Source dataset: uspto-grants-2008_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07414061B2

Reaction notes

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