p-Fluoronitrobenzene → HCID 23725483, compound

HRID 2219344Notes

Reaction equation

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

Participants

Reactant 2

HCID 9590p-Fluoronitrobenzene

HCID 178435006HCID 178435006, compound

Product 1

HCID 23725483HCID 23725483, compoundYield 76%

Procedure

As described for Example 53, 3-(3,4-difluoro-phenyl)-4-(1H-imidazol-4-yl)-5-methyl-isoxazole (78 mg, 0.3 mmol) using 1-fluoro-4-nitrobenzene instead of 4-fluoroacetophenone was converted to the title compound (89 mg, 76%) which was obtained as a light yellow solid. MS: m/e=383.1 [M+H]+.

Sources & evidence

ORD record: ord-b35107fe9d8b4689a89b727008eb9df2
Source dataset: uspto-grants-2008_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07414061B2

Reaction notes

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