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

HRID 913479Notes

Reaction equation

HRID 913479 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[O:25][C:24]([C:26]([NH:28][NH2:29])=O)=[CH:23][CH:22]=1>>[Br:20][C:21]1[O:25][C:24]([C:26]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:29][N:28]=2)=[CH:23][CH:22]=1

Participants

3

Reactant 2

HCID 4686365-Bromofuran-2-carbohydrazideHCID 57800132[5-cyano-4-(trifluoromethyl)-1H-indol-1-yl]acetic acid

Product 1

HCID 249847821-{[5-(5-Bromo-2-furanyl)-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-2-furancarbohydrazide: MS (ES) m/z 437 and 439 (M+1 Br isotopes).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-6c64e3fa3c514ec78ad7273c7adddd11
Source dataset
uspto-grants-2011_09
Patent number
US08026262B2

Reaction notes

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