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

HRID 913466Notes

Reaction equation

HRID 913466 reaction equation
[F:1][C:2]([F:15])([F:14])[C:3]1[C:11]([C:12]#[N:13])=[CH:10][CH:9]=[C:8]2[C:4]=1[CH:5]=[CH:6][NH:7]2.Cl[CH2:17][C:18]1[N:22]=[C:21]([C:23]2[S:24][CH:25]=[CH:26][CH:27]=2)[O:20][N:19]=1>>[S:24]1[CH:25]=[CH:26][CH:27]=[C:23]1[C:21]1[O:20][N:19]=[C:18]([CH2:17][N:7]2[C:8]3[C:4](=[C:3]([C:2]([F:14])([F:1])[F:15])[C:11]([C:12]#[N:13])=[CH:10][CH:9]=3)[CH:5]=[CH:6]2)[N:22]=1

Participants

3

Reactant 2

HCID 27983433-(Chloromethyl)-5-(thiophen-2-yl)-1,2,4-oxadiazoleHCID 674054494-(trifluoromethyl)-1H-indole-5-carbonitrile

Product 1

HCID 249844551-{[5-(2-Thienyl)-1,2,4-oxadiazol-3-yl]methyl}-4-(trifluoromethyl)-1H-indole-5-carbonitrile

Procedure

Synthesized as described in Example 23 using 4-(trifluoromethyl)-1H-indole-5-carbonitrile and 3-(chloromethyl)-5-(2-thienyl)-1,2,4-oxadiazole: MS (ES) m/z 375 (M+1).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-ffb7c92097994854a6aa26a0c6b23ddb
Source dataset
uspto-grants-2011_09
Patent number
US08026262B2

Reaction notes

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