3,5-Difluorobenzohydrazide → 1-{[5-(3,5-Difluorophenyl)-1,3,4-oxadiazol-2-yl]methyl}-4-(trifluoromethyl)-1H-indole-5-carbonitrile

HRID 913482Notes

Reaction equation

HRID 913482 reaction equation
[C:1]([C:3]1[C:4]([C:16]([F:19])([F:18])[F:17])=[C:5]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH2:12][C:13]([OH:15])=O)[CH:7]=[CH:6]2)#[N:2].[F:20][C:21]1[CH:22]=[C:23]([CH:28]=[C:29]([F:31])[CH:30]=1)[C:24]([NH:26][NH2:27])=O>>[F:20][C:21]1[CH:22]=[C:23]([C:24]2[O:15][C:13]([CH2:12][N:8]3[C:9]4[C:5](=[C:4]([C:16]([F:19])([F:18])[F:17])[C:3]([C:1]#[N:2])=[CH:11][CH:10]=4)[CH:6]=[CH:7]3)=[N:27][N:26]=2)[CH:28]=[C:29]([F:31])[CH:30]=1

Participants

3

Reactant 2

HCID 27369243,5-DifluorobenzohydrazideHCID 57800132[5-cyano-4-(trifluoromethyl)-1H-indol-1-yl]acetic acid

Product 1

HCID 578001241-{[5-(3,5-Difluorophenyl)-1,3,4-oxadiazol-2-yl]methyl}-4-(trifluoromethyl)-1H-indole-5-carbonitrile

Procedure

Synthesized as described in Example 35C from [5-cyano-4-(trifluoromethyl)-1H-indol-1-yl]acetic acid and 3,5-difluorobenzohydrazide: MS (ES) m/z 405 (M+1).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-e2f996d58d954200bef5c37f1fcf3ba2
Source dataset
uspto-grants-2011_09
Patent number
US08026262B2

Reaction notes

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