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

HRID 913478Notes

Reaction equation

HRID 913478 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].[Br:20][C:21]1[CH:22]=[C:23]([C:27]([NH:29][NH2:30])=O)[CH:24]=[N:25][CH:26]=1>>[Br:20][C:21]1[CH:22]=[C:23]([C:27]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:30][N:29]=2)[CH:24]=[N:25][CH:26]=1

Participants

3

Reactant 2

HCID 6963655-BromonicotinohydrazideHCID 57800132[5-cyano-4-(trifluoromethyl)-1H-indol-1-yl]acetic acid

Product 1

HCID 249847811-{[5-(5-Bromo-3-pyridinyl)-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 5-bromo-3-pyridinecarbohydrazide: MS (ES) m/z 448 and 450 (M+1 Br isotopes).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-c964efb01cfc4129bbc616d71120f493
Source dataset
uspto-grants-2011_09
Patent number
US08026262B2

Reaction notes

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