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2-(1-trityl-1H-imidazol-4-yl)-propionitrile → 2-(1-trityl-1H-imidazol-4-yl)-propylamine

HRID 2380822
Notes
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Reaction equation

HRID 2380822 reaction equation
[C:1]([N:20]1[CH:24]=[C:23]([CH:25]([CH3:28])[C:26]#[N:27])[N:22]=[CH:21]1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>N.[Ni]>[C:1]([N:20]1[CH:24]=[C:23]([CH:25]([CH3:28])[CH2:26][NH2:27])[N:22]=[CH:21]1)([C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 1

HCID 688727612-(1-trityl-1H-imidazol-4-yl)-propionitrile

Product 1

HCID 688748522-(1-trityl-1H-imidazol-4-yl)-propylamine

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 222AmmoniaSolvent

Procedure

3.2 g 2-(1-trityl-1H-imidazol-4-yl)-propionitrile are dissolved in 150 mL methanolic ammonia (7 mol/L) and Raney nickel is added. After 12 h and 4 bar H2 pressure the catalyst is filtered off and the solvent is eliminated in vacuo. This crude product is used in the following reaction step without further purification.

Workup

  1. filtration4 bar H2 pressure the catalyst is filtered off
  2. customThis crude product is used in the following reaction step without further purification

Sources & evidence

ORD record
ord-58d9ef22ecbd4a9ba3142e4be832db53
Source dataset
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08258129B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes