Ethyl piperazine-1-acetate → HCID 67322758, compound

HRID 1846656Notes

Reaction equation

HRID 1846656 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].[CH2:19]([O:21][C:22](=[O:30])[CH2:23][N:24]1[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]1)[CH3:20]>>[CH2:19]([O:21][C:22](=[O:30])[CH2:23][N:24]1[CH2:29][CH2:28][N:27]([C:9]2[C:8]([NH:7][C:5](=[O:6])[C:4]3[CH:16]=[CH:17][CH:18]=[C:2]([Cl:1])[CH:3]=3)=[CH:13][C:12]([Cl:14])=[CH:11][N:10]=2)[CH2:26][CH2:25]1)[CH3:20]

Participants

3

Reactant 2

HCID 207112Ethyl piperazine-1-acetateHCID 86676282HCID 86676282, compound

Product 1

HCID 67322758HCID 67322758, compoundYield 82.6%

Conditions

Temperature
105 °C

Procedure

A mixture of 5.00 g (16.6 mmol) of 3-chloro-N-(2,5-dichloro-pyridin-3-yl)-benzamide and 4.26 g (24.9 mmol) of piperazin-1-yl-acetic acid ethyl ester in a solvent free condition is heated to 105° C. and stirred for 20 hours. The residue is purified by flash silica gel chromatography to give 5.98 g (82.6%) of {4-[5-chloro-3-(3-chloro-benzoylamino)-pyridin-2-yl]-piperazin-1-yl}-acetic acid ethyl ester as a light yellow solid.

Workup

  1. customThe residue is purified by flash silica gel chromatography

Sources & evidence

ORD record
ord-5e9183cb1abf4747a36d4d945ed0cc28
Source dataset
uspto-grants-2015_02
Patent number
US08952004B2

Reaction notes

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