5-Methyl-3-phenyl-4-isoxazolecarbohydrazide → 4-[5-(5-Methyl-3-phenyl-isoxazol-4-yl)-[1,3,4]oxadiazol-2-yl]-1H-benzoimidazole

HRID 2421202Notes

Reaction equation

HRID 2421202 reaction equation
[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:3]=1[C:13]([NH:15][NH2:16])=[O:14].[NH:17]1[C:21]2[CH:22]=[CH:23][CH:24]=[C:25]([C:26](O)=O)[C:20]=2[N:19]=[CH:18]1>>[CH3:1][C:2]1[O:6][N:5]=[C:4]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[C:3]=1[C:13]1[O:14][C:26]([C:25]2[C:20]3[N:19]=[CH:18][NH:17][C:21]=3[CH:22]=[CH:23][CH:24]=2)=[N:16][N:15]=1

Participants

3

Reactant 2

HCID 7279245-Methyl-3-phenyl-4-isoxazolecarbohydrazideHCID 27717581H-benzimidazole-4-carboxylic acid

Product 1

HCID 672156684-[5-(5-Methyl-3-phenyl-isoxazol-4-yl)-[1,3,4]oxadiazol-2-yl]-1H-benzoimidazole

Procedure

As described for example 2, 5-methyl-3-phenyl-isoxazole-4-carboxylic acid hydrazide (200 mg, 0.92 mmol) was converted using 1H-benzoimidazole-4-carboxylic acid instead of o-toluic acid to the title compound (SiO2, dichloromethane:methanol:ammonia=95:5:0)=100:0 to 80:20, 32 mg, 10%) which was obtained as a white solid. MS: m/e=344.2 [M+H]+.

Sources & evidence

ORD record
ord-62eba1d1b43b4831b116c7ff35f7e46d
Source dataset
uspto-grants-2011_06
Patent number
US07956074B2

Reaction notes

Loading…