tert-Butyl piperazine-1-carboxylate → 2-(3-Benzyl-2-oxo-4-piperazin-1-yl-2,3-dihydroimidazo[4.5-c]pyridin-1-ylmethyl)benzonitrile

HRID 2112915Notes

Reaction equation

HRID 2112915 reaction equation
[CH2:1]([N:8]1[C:12]2[C:13](Cl)=[N:14][CH:15]=[CH:16][C:11]=2[N:10]([CH2:18][C:19]2[CH:26]=[CH:25][CH:24]=[CH:23][C:20]=2[C:21]#[N:22])[C:9]1=[O:27])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(OC([N:35]1[CH2:40][CH2:39][NH:38][CH2:37][CH2:36]1)=O)(C)(C)C>>[CH2:1]([N:8]1[C:12]2[C:13]([N:35]3[CH2:40][CH2:39][NH:38][CH2:37][CH2:36]3)=[N:14][CH:15]=[CH:16][C:11]=2[N:10]([CH2:18][C:19]2[CH:26]=[CH:25][CH:24]=[CH:23][C:20]=2[C:21]#[N:22])[C:9]1=[O:27])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 143452tert-Butyl piperazine-1-carboxylateHCID 230853512-(3-Benzyl-4-chloro-2-oxo-2,3-dihydroimidazo[4.5-c]pyridin-1-ylmethyl)benzonitrile

Product 1

HCID 230854042-(3-Benzyl-2-oxo-4-piperazin-1-yl-2,3-dihydroimidazo[4.5-c]pyridin-1-ylmethyl)benzonitrile

Procedure

2-(3-benzyl-4-chloro-2-oxo-2,3-dihydroimidazo[4.5-c]pyridin-1-ylmethyl)benzonitrile (0.364 g) and piperazine-1-carboxylic acid t-butyl ester (0.543 g) were heated at 170° C. for 12 hours. The residue was cooled, and then purified by silica gel chromatography using amine-treated silica.

Workup

  1. temperatureThe residue was cooled
  2. custompurified by silica gel chromatography
  3. additiontreated silica

Sources & evidence

ORD record
ord-e10ac7da83a54810b9420014949b3435
Source dataset
uspto-grants-2009_04
Patent number
US07524847B2

Reaction notes

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