Tolylboronic acid → 3-Phenyl-4-(1-p-tolyl-1H-imidazol-4-yl)-5-trifluoromethyl-isoxazole

HRID 2262535Notes

Reaction equation

HRID 2262535 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.B(O)(O)[C:22]1[CH:23]=[CH:24][C:25]([CH3:28])=[CH:26][CH:27]=1>>[C:15]1([C:7]2[C:6]([C:4]3[N:3]=[CH:2][N:1]([C:22]4[CH:27]=[CH:26][C:25]([CH3:28])=[CH:24][CH:23]=4)[CH:5]=3)=[C:10]([C:11]([F:14])([F:12])[F:13])[O:9][N:8]=2)[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

Participants

3

Reactant 2

HCID 79799Tolylboronic acidHCID 178506308HCID 178506308, compound

Product 1

HCID 251307853-Phenyl-4-(1-p-tolyl-1H-imidazol-4-yl)-5-trifluoromethyl-isoxazoleYield 42%

Procedure

As described for Example 1j, 4-(1H-imidazol-4-yl)-3-phenyl-5-trifluoromethyl-isoxazole (100 mg, 0.36 mmol) was converted, using p-tolylboronic acid instead of phenylboronic acid, to the title compound (55 mg, 42%) which was obtained as a white solid. MS (ESI): m/e=370.1 [M+H]+.

Sources & evidence

ORD record
ord-6b321ea698e14101b699feb2437f326d
Source dataset
uspto-grants-2010_12
Patent number
US07851469B2

Reaction notes

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