3-(Chloromethyl)-5-(3,5-difluorophenyl)-1,2,4-oxadiazole → 1-{[5-(3,5-Difluorophenyl)-1,2,4-oxadiazol-3-yl]methyl}-2-ethyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile

HRID 2101972Notes

Reaction equation

HRID 2101972 reaction equation
[CH2:1]([C:3]1[NH:4][C:5]2[C:10]([CH:11]=1)=[C:9]([C:12]([F:15])([F:14])[F:13])[C:8]([C:16]#[N:17])=[CH:7][CH:6]=2)[CH3:2].Cl[CH2:19][C:20]1[N:24]=[C:23]([C:25]2[CH:30]=[C:29]([F:31])[CH:28]=[C:27]([F:32])[CH:26]=2)[O:22][N:21]=1>>[F:31][C:29]1[CH:30]=[C:25]([C:23]2[O:22][N:21]=[C:20]([CH2:19][N:4]3[C:5]4[C:10](=[C:9]([C:12]([F:15])([F:13])[F:14])[C:8]([C:16]#[N:17])=[CH:7][CH:6]=4)[CH:11]=[C:3]3[CH2:1][CH3:2])[N:24]=2)[CH:26]=[C:27]([F:32])[CH:28]=1

Participants

3

Reactant 2

HCID 431202093-(Chloromethyl)-5-(3,5-difluorophenyl)-1,2,4-oxadiazoleHCID 674038192-ethyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile

Product 1

HCID 674059631-{[5-(3,5-Difluorophenyl)-1,2,4-oxadiazol-3-yl]methyl}-2-ethyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile

Procedure

Synthesized as described in Example 145B from 2-ethyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile and 3-(chloromethyl)-5-(3,5-difluorophenyl)-1,2,4-oxadiazole: MS (ESI): m/z 433 (M+1).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-2bc022f52f91417dbfd1f25f98b92f3b
Source dataset
uspto-grants-2009_08
Patent number
US07572820B2

Reaction notes

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