2-(Trifluoromethyl)benzeneboronic acid → HCID 23725749, compound

HRID 2219314Notes

Reaction equation

HRID 2219314 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:18][C:19]([F:30])([F:29])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1B(O)O>>[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:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=2[C:19]([F:30])([F:29])[F:18])[CH:5]=1

Participants

3

Reactant 2

HCID 27343872-(Trifluoromethyl)benzeneboronic acidHCID 178434980HCID 178434980, compound

Product 1

HCID 23725749HCID 23725749, compoundYield 20%

Procedure

As described for Example 3, 4-(1H-imidazol-4-yl)-5-methyl-3-phenyl-isoxazole (112.6 mg, 0.5 mmol) was converted, using 2-(trifluoromethyl)phenylboronic acid (190 mg, 1.0 mmol) instead of 4-fluorophenylboronic acid, to the title compound (37 mg, 20%) which was obtained as a white solid. MS (ESI): m/e=369.9 [M+H]+.

Sources & evidence

ORD record
ord-17295bc587ef4eac8be42744b42ddf18
Source dataset
uspto-grants-2008_08
Patent number
US07414061B2

Reaction notes

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