3-Nitrophenylboronic Acid → HCID 23725486, compound

HRID 2219370Notes

Reaction equation

HRID 2219370 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.[N+:18]([C:21]1[CH:22]=[C:23](B(O)O)[CH:24]=[CH:25][CH:26]=1)([O-:20])=[O: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:25]2[CH:24]=[CH:23][CH:22]=[C:21]([N+:18]([O-:20])=[O:19])[CH:26]=2)[CH:5]=1

Participants

3

Reactant 2

HCID 16773-Nitrophenylboronic AcidHCID 178434980HCID 178434980, compound

Product 1

HCID 23725486HCID 23725486, compoundYield 74.2%

Procedure

As described for Example 3, 4-(1H-imidazol-4-yl)-5-methyl-3-phenyl-isoxazole (100 mg, 0.44 mmol) was converted, using 3-nitrophenylboronic acid (120 mg, 0.88 mmol) instead of 4-fluorophenylboronic acid, to the title compound (113 mg, 73%) which was obtained as a light yellow foam. MS: m/e=347.1 [M+H]+.

Sources & evidence

ORD record
ord-9719592855e446199711415c35c6c13a
Source dataset
uspto-grants-2008_08
Patent number
US07414061B2

Reaction notes

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