3-(Chloromethyl)-5-(3,5-difluorophenyl)-1,2,4-oxadiazole → 2-(Difluoromethyl)-1-{[5-(3,5-difluorophenyl)-1,2,4-oxadiazol-3-yl]methyl}-1H-indole-4,5-dicarbonitrile

HRID 913429Notes

Reaction equation

HRID 913429 reaction equation
[F:1][CH:2]([F:16])[C:3]1[NH:4][C:5]2[C:10]([CH:11]=1)=[C:9]([C:12]#[N:13])[C:8]([C:14]#[N:15])=[CH:7][CH:6]=2.Cl[CH2:18][C:19]1[N:23]=[C:22]([C:24]2[CH:29]=[C:28]([F:30])[CH:27]=[C:26]([F:31])[CH:25]=2)[O:21][N:20]=1>>[F:16][CH:2]([F:1])[C:3]1[N:4]([CH2:18][C:19]2[N:23]=[C:22]([C:24]3[CH:29]=[C:28]([F:30])[CH:27]=[C:26]([F:31])[CH:25]=3)[O:21][N:20]=2)[C:5]2[C:10]([CH:11]=1)=[C:9]([C:12]#[N:13])[C:8]([C:14]#[N:15])=[CH:7][CH:6]=2

Participants

3

Reactant 2

HCID 431202093-(Chloromethyl)-5-(3,5-difluorophenyl)-1,2,4-oxadiazoleHCID 578003412-(difluoromethyl)-1H-indole-4,5-dicarbonitrile

Product 1

HCID 249836812-(Difluoromethyl)-1-{[5-(3,5-difluorophenyl)-1,2,4-oxadiazol-3-yl]methyl}-1H-indole-4,5-dicarbonitrile

Procedure

Synthesized as described in Example 23 from 2-(difluoromethyl)-1H-indole-4,5-dicarbonitrile and 3-(chloromethyl)-5-(3,5-difluorophenyl)-1,2,4-oxadiazole: MS (ES) m/z 412 (M+1).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-89db7aaf965a4fd49ee92f3b05672013
Source dataset
uspto-grants-2011_09
Patent number
US08026262B2

Reaction notes

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