1-Cyclopentylpiperazine → HCID 136392270, compound

HRID 1393896Notes

Reaction equation

HRID 1393896 reaction equation
[CH2:1]([O:3][C:4](=[O:18])/[C:5](/[OH:17])=[CH:6]/[C:7]1[C:12]([N+:13]([O-:15])=[O:14])=[CH:11][N:10]=[C:9](Cl)[CH:8]=1)[CH3:2].[CH:19]1([N:24]2[CH2:29][CH2:28][NH:27][CH2:26][CH2:25]2)[CH2:23][CH2:22][CH2:21][CH2:20]1>CN(C=O)C.C([O-])(O)=O.[Na+]>[CH2:1]([O:3][C:4](=[O:18])/[C:5](/[OH:17])=[CH:6]/[C:7]1[C:12]([N+:13]([O-:15])=[O:14])=[CH:11][N:10]=[C:9]([N:27]2[CH2:28][CH2:29][N:24]([CH:19]3[CH2:23][CH2:22][CH2:21][CH2:20]3)[CH2:25][CH2:26]2)[CH:8]=1)[CH3:2]

Participants

5

Reactant 2

HCID 8064211-CyclopentylpiperazineHCID 136007385HCID 136007385, compound

Product 1

HCID 136392270HCID 136392270, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 516892Sodium BicarbonateSolvent

Conditions

Temperature
110 °C

Procedure

A mixture of 3.16 g (Z)-3-(2-chloro-5-nitro-pyridin-4-yl)-2-hydroxy-acrylic acid ethyl ester in 40 mL DMF was treated with 2.96 g (192 mmol) 1-cyclopentyl-piperazine and heated to 110° C. for 1.5 h. The mixture was diluted with 1N NaHCO3 aq. and extracted with DCM. The combined organic layers were dried with MgSO4 and evaporated to dryness to yield the title compound which was used without further purification.

Workup

  1. extractionextracted with DCM
  2. dry with materialThe combined organic layers were dried with MgSO4
  3. customevaporated to dryness

Sources & evidence

ORD record
ord-01874b613da54ed6915157150fb07651
Source dataset
uspto-grants-2008_03
Patent number
US07348323B2

Reaction notes

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