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

HRID 913525Notes

Reaction equation

HRID 913525 reaction equation
[F:1][C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:15]#[N:16])[C:9]=2[C:11]([F:14])([F:13])[F:12])[NH:4][C:3]=1[CH3:17].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:11]([F:13])([F:12])[F:14])[C:8]([C:15]#[N:16])=[CH:7][CH:6]=4)[C:2]([F:1])=[C:3]3[CH3:17])[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 578003103-fluoro-2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile

Product 1

HCID 578005121-{[5-(3,5-Difluorophenyl)-1,2,4-oxadiazol-3-yl]methyl}-3-fluoro-2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile

Procedure

Synthesized as described in Example 23 from 3-fluoro-2-methyl-4-(trifluoromethyl)-1H-indole-5-carbonitrile and 3-(chloromethyl)-5-(3,5-difluorophenyl)-1,2,4-oxadiazole: MS (ES) m/z 437 (M+1).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-3b1f8b3602d14890aac54ce9eccd42eb
Source dataset
uspto-grants-2011_09
Patent number
US08026262B2

Reaction notes

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