3-(3-Trifluoromethylphenyl)propanoic acid → 1-(4-methoxyphenyl)-6-[5-[2-[3-(trifluoromethyl)phenyl]ethyl]-1,3,4-oxadiazol-2-yl]-1H-benzimidazole

HRID 452744Notes

Reaction equation

HRID 452744 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]2[C:13]3[CH:14]=[C:15]([C:18]([NH:20][NH2:21])=[O:19])[CH:16]=[CH:17][C:12]=3[N:11]=[CH:10]2)=[CH:5][CH:4]=1.[F:22][C:23]([F:36])([F:35])[C:24]1[CH:25]=[C:26]([CH2:30][CH2:31][C:32](O)=O)[CH:27]=[CH:28][CH:29]=1>>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([N:9]2[C:13]3[CH:14]=[C:15]([C:18]4[O:19][C:32]([CH2:31][CH2:30][C:26]5[CH:27]=[CH:28][CH:29]=[C:24]([C:23]([F:22])([F:35])[F:36])[CH:25]=5)=[N:21][N:20]=4)[CH:16]=[CH:17][C:12]=3[N:11]=[CH:10]2)=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 27776833-(3-Trifluoromethylphenyl)propanoic acidHCID 686633771-(4-methoxyphenyl)-1H-benzimidazole-6-carbohydrazide

Product 1

HCID 686641111-(4-methoxyphenyl)-6-[5-[2-[3-(trifluoromethyl)phenyl]ethyl]-1,3,4-oxadiazol-2-yl]-1H-benzimidazoleYield 50%

Procedure

In the same manner as in Example 14 and using 1-(4-methoxyphenyl)-1H-benzimidazole-6-carbohydrazide instead of 1H-benzotriazole-5-carbohydrazide and 3-[3-(trifluoromethyl)phenyl]propionic acid instead of 3-(3-cyanophenyl)propionic acid, the title compound (yield 50%) was obtained as colorless crystals.

Sources & evidence

ORD record
ord-9a80d29e81504d94a8436e0ca75bc670
Source dataset
uspto-grants-2013_07
Patent number
US08492378B2

Reaction notes

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