3-Methyl-5-(trifluoromethyl)-1,2-oxazole-4-carboxylic acid → 1-({5-[3-Methyl-5-(trifluoromethyl)-4-isoxazolyl]-1,2,4-oxadiazol-3-yl}methyl)-4-(trifluoromethyl)-1H-indole-5-carbonitrile

HRID 913447Notes

Reaction equation

HRID 913447 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].[CH3:21][C:22]1[C:26]([C:27](O)=O)=[C:25]([C:30]([F:33])([F:32])[F:31])[O:24][N:23]=1>>[CH3:21][C:22]1[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)=[C:25]([C:30]([F:32])([F:33])[F:31])[O:24][N:23]=1

Participants

3

Reactant 2

HCID 27756453-Methyl-5-(trifluoromethyl)-1,2-oxazole-4-carboxylic acidHCID 178509476HCID 178509476, compound

Product 1

HCID 249841431-({5-[3-Methyl-5-(trifluoromethyl)-4-isoxazolyl]-1,2,4-oxadiazol-3-yl}methyl)-4-(trifluoromethyl)-1H-indole-5-carbonitrile

Procedure

Synthesized as described in Example 72 from 2-[5-cyano-4-(trifluoromethyl)-1H-indol-1-yl]-N-hydroxyethanimidamide and 3-methyl-5-(trifluoromethyl)-4-isoxazolecarboxylic acid: MS (ESI): m/z 442 (M+1).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-781e4bcdb1ee48b99b59569b46cd2f7b
Source dataset
uspto-grants-2011_09
Patent number
US08026262B2

Reaction notes

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