2-(Trifluoromethyl)pyridine-4-carboxylic acid → 2-Cyclopropyl-4-(trifluoromethyl)-1-({5-[2-(trifluoromethyl)-4-pyridinyl]-1,2,4-oxadiazol-3-yl}methyl)-1H-indole-5-carbonitrile

HRID 913764Notes

Reaction equation

HRID 913764 reaction equation
[C:1]([C:3]1[C:4]([C:20]([F:23])([F:22])[F:21])=[C:5]2[C:9](=[CH:10][CH:11]=1)[N:8]([CH2:12][C:13](=[NH:16])[NH:14][OH:15])[C:7]([CH:17]1[CH2:19][CH2:18]1)=[CH:6]2)#[N:2].[F:24][C:25]([F:36])([F:35])[C:26]1[CH:31]=[C:30]([C:32](O)=O)[CH:29]=[CH:28][N:27]=1>>[CH:17]1([C:7]2[N:8]([CH2:12][C:13]3[N:16]=[C:32]([C:30]4[CH:29]=[CH:28][N:27]=[C:26]([C:25]([F:36])([F:24])[F:35])[CH:31]=4)[O:15][N:14]=3)[C:9]3[C:5]([CH:6]=2)=[C:4]([C:20]([F:22])([F:23])[F:21])[C:3]([C:1]#[N:2])=[CH:11][CH:10]=3)[CH2:19][CH2:18]1

Participants

3

Reactant 2

HCID 147614472-(Trifluoromethyl)pyridine-4-carboxylic acidHCID 178509470HCID 178509470, compound

Product 1

HCID 866207232-Cyclopropyl-4-(trifluoromethyl)-1-({5-[2-(trifluoromethyl)-4-pyridinyl]-1,2,4-oxadiazol-3-yl}methyl)-1H-indole-5-carbonitrile

Procedure

Synthesized as described in Example 72 from 2-[5-cyano-2-cyclopropyl-4-(trifluoromethyl)-1H-indol-1-yl]-N-hydroxyethanimidamide (Example 364A) and 2-(trifluoromethyl)-4-pyridinecarboxylic acid: MS (ES) m/z 478 (M+1).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-2b1d0a603c17441aa5b6e14afe0391e9
Source dataset
uspto-grants-2011_09
Patent number
US08026262B2

Reaction notes

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