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3-Bromobenzonitrile → 3-(6-(1-Acetyl-pyrrolidin-2-yl)-2-pyridin-2-yl-1H-benzimidazol-5-yloxy)-benzonitrile

HRID 13269
Notes
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Reaction equation

HRID 13269 reaction equation
[OH:1][C:2]1[C:3]([CH:25]2[CH2:29][CH2:28][CH2:27][N:26]2[C:30](=[O:32])[CH3:31])=[CH:4][C:5]2[N:9](COCC[Si](C)(C)C)[C:8]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=3)=[N:7][C:6]=2[CH:24]=1.[C:33]([C:35]1[CH:36]=[C:37](Br)[CH:38]=[CH:39][CH:40]=1)#[N:34]>>[C:30]([N:26]1[CH2:27][CH2:28][CH2:29][CH:25]1[C:3]1[C:2]([O:1][C:39]2[CH:40]=[C:35]([CH:36]=[CH:37][CH:38]=2)[C:33]#[N:34])=[CH:24][C:6]2[N:7]=[C:8]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=3)[NH:9][C:5]=2[CH:4]=1)(=[O:32])[CH3:31]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 233813-BromobenzonitrileHCID 231452771-(2-(6-hydroxy-2-pyridin-2-yl-3-(2-trimethylsilanyl-ethoxymethyl)-3H-benzimidazol-5-yl)-pyrrolidin-1-yl)-ethanone

Product 1

HCID 231451213-(6-(1-Acetyl-pyrrolidin-2-yl)-2-pyridin-2-yl-1H-benzimidazol-5-yloxy)-benzonitrile

Procedure

The entitled compound was obtained as an oily substance in the same method as in Example 121 (step 11), (step 12) or in accordance with the method or by combining it with an ordinary method but using 1-(2-(6-hydroxy-2-pyridin-2-yl-3-(2-trimethylsilanyl-ethoxymethyl)-3H-benzimidazol-5-yl)-pyrrolidin-1-yl)-ethanone obtained in Example 121 (step 10) and 3-cyanobromobenzene.

Workup

  • customThe entitled compound was obtained as an oily substance in the same method as in Example 121 (step 11), (step 12) or in accordance with the method
  • Sources & evidence

    ORD record
    ord-34f455e98852447aadb9e7dea234af3f
    Source dataset
    uspto-grants-2010_06
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US07728025B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes