5-[3,5-Bis(trifluoromethyl)phenyl]-3-(chloromethyl)-1,2,4-oxadiazole → 1-({5-[3,5-Bis(trifluoromethyl)phenyl]-1,2,4-oxadiazol-3-yl}methyl)-4-chloro-2-ethyl-1H-benzimidazole-5-carbonitrile

HRID 1188499Notes

Reaction equation

HRID 1188499 reaction equation
[Cl:1][C:2]1[C:10]2[N:9]=[C:8]([CH2:11][CH3:12])[NH:7][C:6]=2[CH:5]=[CH:4][C:3]=1[C:13]#[N:14].[F:15][C:16]([F:35])([F:34])[C:17]1[CH:18]=[C:19]([C:27]2[O:31][N:30]=[C:29]([CH2:32]Cl)[N:28]=2)[CH:20]=[C:21]([C:23]([F:26])([F:25])[F:24])[CH:22]=1>>[F:35][C:16]([F:15])([F:34])[C:17]1[CH:18]=[C:19]([C:27]2[O:31][N:30]=[C:29]([CH2:32][N:7]3[C:6]4[CH:5]=[CH:4][C:3]([C:13]#[N:14])=[C:2]([Cl:1])[C:10]=4[N:9]=[C:8]3[CH2:11][CH3:12])[N:28]=2)[CH:20]=[C:21]([C:23]([F:25])([F:24])[F:26])[CH:22]=1

Participants

3

Reactant 2

HCID 27809575-[3,5-Bis(trifluoromethyl)phenyl]-3-(chloromethyl)-1,2,4-oxadiazoleHCID 674049024-chloro-2-ethyl-1H-benzimidazole-5-carbonitrile

Product 1

HCID 866206861-({5-[3,5-Bis(trifluoromethyl)phenyl]-1,2,4-oxadiazol-3-yl}methyl)-4-chloro-2-ethyl-1H-benzimidazole-5-carbonitrile

Procedure

Synthesized as described in Example 197B from 4-chloro-2-ethyl-1H-benzimidazole-5-carbonitrile and 5-[3,5-bis(trifluoromethyl)phenyl]-3-(chloromethyl)-1,2,4-oxadiazole: MS (ESI) m/z 500 (M+1).

Workup

  1. customSynthesized

Sources & evidence

ORD record
ord-8099847c0f574cae9db17200ad879262
Source dataset
uspto-grants-2014_03
Patent number
US08673948B2

Reaction notes

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