1-Benzylpiperazine → HCID 67540191, compound

HRID 1192333Notes

Reaction equation

HRID 1192333 reaction equation
Cl[C:2]1[CH:7]=[CH:6][N:5]=[C:4]2[NH:8][CH:9]=[CH:10][C:3]=12.[CH2:11]([N:18]1[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>[OH-].[Na+]>[CH2:11]([N:18]1[CH2:23][CH2:22][N:21]([C:2]2[CH:7]=[CH:6][N:5]=[C:4]3[NH:8][CH:9]=[CH:10][C:3]=23)[CH2:20][CH2:19]1)[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Participants

4

Reactant 2

HCID 759941-BenzylpiperazineHCID 113894934-Chloro-1H-pyrrolo[2,3-b]pyridine

Product 1

HCID 67540191HCID 67540191, compoundYield 81.3%

Reagents, catalysts & solvents 1

HCID 14798Sodium HydroxideSolvent

Procedure

A mixture of 4-chloro-1H-pyrrolo[2,3-b]pyridine (2.50 g, 16.4 mmol) and N-benzyl piperazine (3.18 g, 18.0 mmol) were melted at 175° C. for 3 hours in a sealed tube, resulting in the formation of a crystalline solid mass. A solution of 0.1 M aqueous NaOH (10 mL) was added and the solid was broken up to give a suspension. Filtration gave 4-(4-benzyl-piperazin-1-yl)-1H-pyrrolo[2,3-b]pyridine as a white solid (3.90 g). LCMS (APCI+) m/z 293 [M+H]+.

Workup

  1. customfor 3 hours
  2. customresulting in the formation of a crystalline solid mass
  3. customto give a suspension
  4. filtrationFiltration

Sources & evidence

ORD record
ord-c5a2d0b1f73c4b9a9ac5d5e55e788b7f
Source dataset
uspto-grants-2014_03
Patent number
US08680114B2

Reaction notes

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