p-Fluoronitrobenzene → HCID 23725435, compound

HRID 2219312Notes

Reaction equation

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

Participants

Reactant 2

HCID 9590p-Fluoronitrobenzene

HCID 178434980HCID 178434980, compound

Product 1

HCID 23725435HCID 23725435, compoundYield 64%

Procedure

As described for Example 12, 4-(1H-imidazol-4-yl)-5-methyl-3-phenyl-isoxazole (100 mg, 0.44 mmol) using 1-fluoro-4-nitrobenzene instead of 4-fluoroacetophenone was converted to the title compound (97 mg, 64%) which was obtained as an off-white solid. MS: m/e=347.3 [M+H]+.

Sources & evidence

ORD record: ord-869aa6b80ffb401aabfc7df3eeb2adbf
Source dataset: uspto-grants-2008_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07414061B2

Reaction notes

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