Imidazo(1,2-a)pyridine-6-carboxylic acid, hydrazide → 6-[5-[2-[4-Methoxy-3-(trifluoromethyl)phenyl]ethyl]-1,3,4-oxadiazol-2-yl]imidazo[1,2-a]pyridine

HRID 452685Notes

Reaction equation

HRID 452685 reaction equation
[N:1]1[CH:2]=[CH:3][N:4]2[CH:9]=[C:8]([C:10]([NH:12][NH2:13])=[O:11])[CH:7]=[CH:6][C:5]=12.[CH3:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([CH2:22][CH2:23][C:24](O)=O)=[CH:18][C:17]=1[C:27]([F:30])([F:29])[F:28]>>[CH3:14][O:15][C:16]1[CH:21]=[CH:20][C:19]([CH2:22][CH2:23][C:24]2[O:11][C:10]([C:8]3[CH:7]=[CH:6][C:5]4[N:4]([CH:3]=[CH:2][N:1]=4)[CH:9]=3)=[N:12][N:13]=2)=[CH:18][C:17]=1[C:27]([F:28])([F:30])[F:29]

Participants

3

Reactant 2

HCID 16413557Imidazo(1,2-a)pyridine-6-carboxylic acid, hydrazideHCID 573635703-[4-Methoxy-3-(trifluoromethyl)phenyl]propionic acid

Product 1

HCID 686631686-[5-[2-[4-Methoxy-3-(trifluoromethyl)phenyl]ethyl]-1,3,4-oxadiazol-2-yl]imidazo[1,2-a]pyridineYield 38%

Procedure

In the same manner as in Example 14 and using imidazo[1,2-a]pyridine-6-carbohydrazide instead of 1H-benzotriazole-5-carbohydrazide and 3-[4-methoxy-3-(trifluoromethyl)phenyl]propionic acid instead of 3-(3-cyanophenyl)propionic acid, the title compound (yield 38%) was obtained as colorless crystals.

Sources & evidence

ORD record
ord-c389eec4e161464497a6f972da4df1dc
Source dataset
uspto-grants-2013_07
Patent number
US08492378B2

Reaction notes

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