3-Cyanophenylboronic acid → HCID 23725384, compound

HRID 2219316Notes

Reaction equation

HRID 2219316 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.[C:18]([C:20]1[CH:21]=[C:22](B(O)O)[CH:23]=[CH:24][CH:25]=1)#[N:19]>>[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:24]2[CH:25]=[C:20]([CH:21]=[CH:22][CH:23]=2)[C:18]#[N:19])[CH:5]=1

Participants

3

Reactant 2

HCID 27343253-Cyanophenylboronic acidHCID 178434980HCID 178434980, compound

Product 1

HCID 23725384HCID 23725384, compoundYield 30%

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 3-cyanophenylboronic acid instead of 4-fluorophenylboronic acid, to the title compound (49 mg, 30%) which was obtained as a white solid. MS (ESI): m/e=327.0 [M+H]+.

Sources & evidence

ORD record
ord-217a236310164014a365e8dce41782f6
Source dataset
uspto-grants-2008_08
Patent number
US07414061B2

Reaction notes

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