4-Cyanophenylboronic acid → HCID 23725432, compound

HRID 2219391Notes

Reaction equation

HRID 2219391 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.[C:19]([C:21]1[CH:26]=[CH:25][C:24](B(O)O)=[CH:23][CH:22]=1)#[N:20]>>[F:18][C:15]1[CH:16]=[CH:17][C:12]([C:7]2[C:6]([C:4]3[N:3]=[CH:2][N:1]([C:24]4[CH:25]=[CH:26][C:21]([C:19]#[N:20])=[CH:22][CH:23]=4)[CH:5]=3)=[C:10]([CH3:11])[O:9][N:8]=2)=[CH:13][CH:14]=1

Participants

3

Reactant 2

HCID 27343264-Cyanophenylboronic acidHCID 178434995HCID 178434995, compound

Product 1

HCID 23725432HCID 23725432, compoundYield 13%

Procedure

As described for Example 3, 4-(1H-imidazol-4-yl)-5-methyl-3-(4-fluorophenyl)-isoxazole (73 mg, 0.3 mmol) was converted, using 4-cyanophenylboronic acid instead of 4-fluorophenylboronic acid, to the title compound (13 mg, 13%) which was obtained as an off-white solid. MS: m/e=345.3[M+H]+.

Sources & evidence

ORD record
ord-8c677b4eecc348f1b19ba62c2348cf61
Source dataset
uspto-grants-2008_08
Patent number
US07414061B2

Reaction notes

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