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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1529236Generated: November 4, 2026

1,2-Dichloroethane → {4-[3-(6-Amino-pyridin-3-ylethynyl)-2-ethyl-pyridin-4-yl]-2-chloro-phenyl}-(4-ethyl-piperazin-1-yl)-methanone

https://huagongshe.com/reaction/1529236

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1-EthylpiperazineHCID 79196—
ReactantDiisopropylethylamineHCID 81531—
Reactant4-[3-(6-Amino-pyridin-3-ylethynyl)-2-ethyl-pyridin-4-yl]-2-chloro-benzoic acidHCID 58235287—
SolventDimethylformamideHCID 6228—
SolventAcetonitrile--water (1/1)HCID 18373917—
Product{4-[3-(6-Amino-pyridin-3-ylethynyl)-2-ethyl-pyridin-4-yl]-2-chloro-phenyl}-(4-ethyl-piperazin-1-yl)-methanoneHCID 49800792—

Reaction Steps

The title compound is synthesized according to general procedure GP5 starting from 100 mg (0.27 mmol) 4-[3-(6-Amino-pyridin-3-ylethynyl)-2-ethyl-pyridin-4-yl]-2-chloro-benzoic acid (A-40) using 40 mg (0.40 mmoL) N-ethyl piperazine, 102 mg (0.53 mmol) EDC, 72 mg (0.53 mmol) HOBt and 68 mg (0.53 mmol) DIPEA in 1.2 mL DMF. After completion of the reaction, the reaction mixture is filtered and the product is isolated from the obtained solution by RP-HPLC using a H2O/ACN-gradient. Yield: 67 mg (53%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090564B2
Source datasetuspto-grants-2015_07
ORD IDord-ae089f9bd605436fa5fb62562d8d695b
Source noteuspto-grants-2015_07