4'-Fluoroacetophenone → HCID 25132119, compound

HRID 2262575Notes

Reaction equation

HRID 2262575 reaction equation
[Cl: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.[CH3:22][C:23]([C:25]1[CH:30]=[CH:29][C:28](F)=[CH:27][CH:26]=1)=[O:24].N1C=C(C2C(C3C=CC=CC=3)=NOC=2C(F)(F)F)N=C1.FC1C=CC(C(F)(F)F)=CC=1>>[Cl: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:28]4[CH:29]=[CH:30][C:25]([C:23](=[O:24])[CH3:22])=[CH:26][CH:27]=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

5

Reactant 4

HCID 98284'-FluoroacetophenoneHCID 67873Benzene, 1-fluoro-4-(trifluoromethyl)-HCID 178506308HCID 178506308, compoundHCID 178506309HCID 178506309, compound

Product 1

HCID 25132119HCID 25132119, compoundYield 44%

Procedure

As described for Example 4, 3-(4-chloro-phenyl)-4-(1H-imidazol-4-yl)-5-trifluoromethyl-isoxazole (100 mg, 0.32 mmol) and 4-fluoroacetophenone, instead of 4-(1H-imidazol-4-yl)-3-phenyl-5-trifluoromethyl-isoxazole and 4-fluorobenzotrifluoride, was converted to the title compound (60 mg, 44%) which was obtained as a light brown solid. MS: m/e=432.2 [M+H]+.

Sources & evidence

ORD record
ord-eedc222eb0864ca6b4747312bbcaaf66
Source dataset
uspto-grants-2010_12
Patent number
US07851469B2

Reaction notes

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