Piperazine → HCID 67323078, compound

HRID 1846675Notes

Reaction equation

HRID 1846675 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][CH:18]=1)[C:5]([NH:7][C:8]1[C:9](Cl)=[N:10][CH:11]=[C:12]([Cl:14])[CH:13]=1)=[O:6].[NH:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1>C(#N)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:16]=[CH:17][CH:18]=1)[C:5]([NH:7][C:8]1[C:9]([N:19]2[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]2)=[N:10][CH:11]=[C:12]([Cl:14])[CH:13]=1)=[O:6]

Participants

4

Reactant 2

HCID 4837PiperazineHCID 86676282HCID 86676282, compound

Product 1

HCID 67323078HCID 67323078, compoundYield 54.9%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A solution of 0.500 g (1.66 mmol) of 3-chloro-N-(2,5-dichloro-pyridin-3-yl)-benzamide and 0.71 g (8.3 mmol) of piperazine in acetonitrile (5 mL) are heated to 175° C. for 30 minutes in a microwave reactor. The mixture is concentrated under reduced pressure and the residue is purified by flash silica gel chromatography to provide 0.320 g (54.9%) of 3-chloro-N-(5-chloro-2-piperazin-1-yl-pyridin-3-yl)-benzamide as a colorless solid.

Workup

  1. concentrationThe mixture is concentrated under reduced pressure
  2. customthe residue is purified by flash silica gel chromatography

Sources & evidence

ORD record
ord-20a5315118674fcc8148e5691d65fed1
Source dataset
uspto-grants-2015_02
Patent number
US08952004B2

Reaction notes

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