5-Chloro-2-fluorobenzoic acid → 1-{[5-(5-Chloro-2-fluorophenyl)-1,2,4-oxadiazol-3-yl]methyl}-4-(trifluoromethyl)-1H-indole-5-carbonitrile

HRID 913637Notes

Reaction equation

HRID 913637 reaction equation
[C:1]([C:3]1[C:4]([C:17]([F:20])([F:19])[F:18])=[C:5]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH2:12][C:13](=[NH:16])[NH:14][OH:15])[CH:7]=[CH:6]2)#[N:2].[Cl:21][C:22]1[CH:23]=[CH:24][C:25]([F:31])=[C:26]([CH:30]=1)[C:27](O)=O>>[Cl:21][C:22]1[CH:23]=[CH:24][C:25]([F:31])=[C:26]([C:27]2[O:15][N:14]=[C:13]([CH2:12][N:8]3[C:9]4[C:5](=[C:4]([C:17]([F:19])([F:20])[F:18])[C:3]([C:1]#[N:2])=[CH:11][CH:10]=4)[CH:6]=[CH:7]3)[N:16]=2)[CH:30]=1

Participants

3

Reactant 2

HCID 27365375-Chloro-2-fluorobenzoic acidHCID 178509476HCID 178509476, compound

Product 1

HCID 578002121-{[5-(5-Chloro-2-fluorophenyl)-1,2,4-oxadiazol-3-yl]methyl}-4-(trifluoromethyl)-1H-indole-5-carbonitrile

Procedure

Synthesized as described in Example 241 from 2-[5-cyano-4-(trifluoromethyl)-1H-indol-1-yl]-N-hydroxyethanimidamide and 5-chloro-2-fluorobenzoic acid: MS (APCl) m/z 421 (M+1).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-f9cbd3a879a1460caff11525cd500944
Source dataset
uspto-grants-2011_09
Patent number
US08026262B2

Reaction notes

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