4-Fluorophenylboronic acid → 4-[1-(4-Fluoro-phenyl)-1H-imidazol-4-yl]-3-phenyl-5-trifluoromethyl-isoxazole

HRID 2262530Notes

Reaction equation

HRID 2262530 reaction equation
[NH:1]1[CH:5]=[C:4]([C:6]2[C:7]([C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[N:8][O:9][C:10]=2[C:11]([F:14])([F:13])[F:12])[N:3]=[CH:2]1.[F:21][C:22]1[CH:27]=[CH:26][C:25](B(O)O)=[CH:24][CH:23]=1>>[F:21][C:22]1[CH:27]=[CH:26][C:25]([N:1]2[CH:5]=[C:4]([C:6]3[C:7]([C:15]4[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=4)=[N:8][O:9][C:10]=3[C:11]([F:14])([F:12])[F:13])[N:3]=[CH:2]2)=[CH:24][CH:23]=1

Participants

3

Reactant 2

HCID 2856454-Fluorophenylboronic acidHCID 178506308HCID 178506308, compound

Product 1

HCID 251304504-[1-(4-Fluoro-phenyl)-1H-imidazol-4-yl]-3-phenyl-5-trifluoromethyl-isoxazoleYield 52%

Procedure

As described for Example 1j, 4-(1H-imidazol-4-yl)-3-phenyl-5-trifluoromethyl-isoxazole (100 mg, 0.36 mmol) was converted, using 4-fluorophenylboronic acid instead of phenylboronic acid, to the title compound (70 mg, 52%) which was obtained as a white solid. MS: m/e=374.2 [M+H]+.

Sources & evidence

ORD record
ord-e7dff650c0124e3cae73c1fb1d0b9e7a
Source dataset
uspto-grants-2010_12
Patent number
US07851469B2

Reaction notes

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