3-Cyanophenylboronic acid → HCID 23725433, compound

HRID 2219396Notes

Reaction equation

HRID 2219396 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:22]=[C:23](B(O)O)[CH:24]=[CH:25][CH:26]=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:25]4[CH:26]=[C:21]([CH:22]=[CH:23][CH:24]=4)[C:19]#[N:20])[CH:5]=3)=[C:10]([CH3:11])[O:9][N:8]=2)=[CH:13][CH:14]=1

Participants

3

Reactant 2

HCID 27343253-Cyanophenylboronic acidHCID 178434995HCID 178434995, compound

Product 1

HCID 23725433HCID 23725433, 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 3-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=345.6 [M+H]+.

Sources & evidence

ORD record
ord-53f7223f88bd47aaaa8e0a03e19f59ff
Source dataset
uspto-grants-2008_08
Patent number
US07414061B2

Reaction notes

Loading…