4-Fluorobenzonitrile → HCID 25131430, compound

HRID 2262556Notes

Reaction equation

[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]([C:13]3[N:14]=[CH:15][NH:16][CH:17]=3)=[C:11]([C:18]([F:21])([F:20])[F:19])[O:10][N:9]=2)=[CH:4][CH:3]=1.F[C:23]1[CH:30]=[CH:29][C:26]([C:27]#[N:28])=[CH:25][CH:24]=1>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]([C:13]3[N:14]=[CH:15][N:16]([C:23]4[CH:30]=[CH:29][C:26]([C:27]#[N:28])=[CH:25][CH:24]=4)[CH:17]=3)=[C:11]([C:18]([F:21])([F:19])[F:20])[O:10][N:9]=2)=[CH:4][CH:3]=1

Participants

Reactant 2

HCID 145174-Fluorobenzonitrile

HCID 178505600HCID 178505600, compound

Product 1

HCID 25131430HCID 25131430, compoundYield 67%

Procedure

As described for Example 24, 3-(4-fluoro-phenyl)-4-(1H-imidazol-4-yl)-5-trifluoromethyl-isoxazole (100 mg, 0.34 mmol), using 4-fluorobenzonitrile instead of 4-fluoroacetophenone, was converted to the title compound (90 mg, 67%) which was obtained as a white solid. MS: m/e=399.1 [M+H]+.

Sources & evidence

ORD record: ord-8faa5f38fd9348f99f36e3e12bbba174
Source dataset: uspto-grants-2010_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07851469B2

Reaction notes

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