[5-cyano-4-(trifluoromethyl)-1H-indol-1-yl]acetic acid → 1-({3-[3,5-bis(Trifluoromethyl)phenyl]-1,2,4-oxadiazol-5-yl}methyl)-4-(trifluoromethyl)-1H-indole-5-carbonitrile

HRID 913476Notes

Reaction equation

HRID 913476 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].O[NH:21][C:22]([C:24]1[CH:29]=[C:28]([C:30]([F:33])([F:32])[F:31])[CH:27]=[C:26]([C:34]([F:37])([F:36])[F:35])[CH:25]=1)=[NH:23]>>[F:31][C:30]([F:32])([F:33])[C:28]1[CH:29]=[C:24]([C:22]2[N:23]=[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)[O:15][N:21]=2)[CH:25]=[C:26]([C:34]([F:37])([F:36])[F:35])[CH:27]=1

Participants

3

Reactant 2

HCID 57800132[5-cyano-4-(trifluoromethyl)-1H-indol-1-yl]acetic acidHCID 178513327HCID 178513327, compound

Product 1

HCID 249846221-({3-[3,5-bis(Trifluoromethyl)phenyl]-1,2,4-oxadiazol-5-yl}methyl)-4-(trifluoromethyl)-1H-indole-5-carbonitrile

Procedure

Synthesized as described in Example 37 from [5-cyano-4-(trifluoromethyl)-1H-indol-1-yl]acetic acid and N-hydroxy-3,5-bis(trifluoromethyl)benzenecarboximidamide: MS (ES) m/z 503 (M−1).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-ccc3b725f9d840b08d117333d710419d
Source dataset
uspto-grants-2011_09
Patent number
US08026262B2

Reaction notes

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