p-Fluoronitrobenzene → HCID 23725532, compound

HRID 2219402Notes

Reaction equation

F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.[CH2:11]([C:13]1[O:17][N:16]=[C:15]([C:18]2[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=2)[C:14]=1[C:25]1[N:26]=[CH:27][NH:28][CH:29]=1)[CH3:12]>>[CH2:11]([C:13]1[O:17][N:16]=[C:15]([C:18]2[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=2)[C:14]=1[C:25]1[N:26]=[CH:27][N:28]([C:2]2[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=2)[CH:29]=1)[CH3:12]

Participants

Reactant 2

HCID 9590p-Fluoronitrobenzene

HCID 178438222HCID 178438222, compound

Product 1

HCID 23725532HCID 23725532, compoundYield 28%

Procedure

As described for 1f, 1-fluoro-4-nitro-benzene was converted, using 5-ethyl-3-(4-fluoro-phenyl)-4-(1H-imidazole-4-yl)-isoxazole (100 mg, 0.39 mmol) instead of 4-(1H-imidazol-4-yl)-3-phenyl-isoxazole was converted to the title compound (43 mg, 28%) which was obtained as an off-white solid. MS: m/e=379.1.1 [M+H]+.

Sources & evidence

ORD record: ord-294422c58ea54aa98fe10ecf2c51c4e8
Source dataset: uspto-grants-2008_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07414061B2

Reaction notes

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