3,4-Difluorobenzeneboronic acid → HCID 23725380, compound

HRID 2219400Notes

Reaction equation

HRID 2219400 reaction equation
[NH:1]1[CH:5]=[C:4]([C:6]2[C:7]([C:12]3[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=3)=[N:8][O:9][C:10]=2[CH3:11])[N:3]=[CH:2]1.[F:19][C:20]1[CH:21]=[C:22](B(O)O)[CH:23]=[CH:24][C:25]=1[F:26]>>[F:19][C:20]1[CH:21]=[C:22]([N:1]2[CH:5]=[C:4]([C:6]3[C:7]([C:12]4[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=4)=[N:8][O:9][C:10]=3[CH3:11])[N:3]=[CH:2]2)[CH:23]=[CH:24][C:25]=1[F:26]

Participants

3

Reactant 2

HCID 27343373,4-Difluorobenzeneboronic acidHCID 178434995HCID 178434995, compound

Product 1

HCID 23725380HCID 23725380, compoundYield 15%

Procedure

As described for Example 3, 4-(1H-imidazol-4-yl)-5-methyl-3-(4-fluoro-phenyl)-isoxazole (73 mg, 0.3 mmol) was converted, using 3,4-difluorophenylboronic acid instead of 4-fluorophenylboronic acid, to the title compound (16 mg, 15%) which was obtained as an off-white solid. MS: m/e=356.4 [M+H]+.

Sources & evidence

ORD record
ord-3a4a5ee711e54a288ce7f56fa1640cc6
Source dataset
uspto-grants-2008_08
Patent number
US07414061B2

Reaction notes

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