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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 226381Generated: October 30, 2026

Water → HCID 86603686, compound

https://huagongshe.com/reaction/226381

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
Reactant4-Chlorobenzoyl chlorideHCID 8501—
ReactantHCID 86603687HCID 86603687—
SolventDimethylformamideHCID 6228—
ProductHCID 86603686HCID 8660368676%

Reaction Steps

To a solution of ethyl (2E)-3-{6-[(3R)-3-piperidinylamino]-3-pyridinyl}acrylate dihydrochloride (300 mg, 0.86 mmol) in DMF (4 mL) were added triethylamine (349 mg, 3.45 mmol) and 4-chlorobenzoyl chloride (181 mg, 1.03 mmol) at 0° C. under nitrogen and the mixture was stirred at same temperature for 1 hr and at ambient temperature for 2 hrs. The reaction mixture was poured into water and extracted with EtOAc. The organic layer was separated, washed water and brine, dried over magnesium sulfate, and evaporated in vacuo. The residue was purified by preparative thin layer chromatography (hexane-EtOAc=1-1) to give ethyl (2E)-3-(6-{[(3R)-1-(4-chlorobenzoyl)-3-piperidinyl]amino}-3-pyridinyl)acrylate (270 mg, 76%) as an amorphous powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07557127B2
Source datasetuspto-grants-2009_07
ORD IDord-0e337c45a41141b8bd4b3b2a46766857
Source noteuspto-grants-2009_07