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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 554008Generated: October 26, 2026

Triethylamine → methyl (4R*,9aS*)-6-oxo-4-(3,4,5-trifluorophenyl)-1,3,4,6,7,9a-hexahydropyrido[1,2-a]pyrazine-2-carboxylate

https://huagongshe.com/reaction/554008

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethyl 4-(3-butenoyl)-3-(2-ethoxycarbonylvinyl)-5-(3,4,5-trifluorophenyl)piperazine-1-carboxylateHCID 67465156—
CatalystHCID 178425456HCID 178425456—
SolventDichloromethaneHCID 6344—
Productmethyl (4R*,9aS*)-6-oxo-4-(3,4,5-trifluorophenyl)-1,3,4,6,7,9a-hexahydropyrido[1,2-a]pyrazine-2-carboxylateHCID 6746334535%

Reaction Steps

Grubbs catalyst 2nd generation (124 mg) was added to a solution of methyl 4-(3-butenoyl)-3-(2-ethoxycarbonylvinyl)-5-(3,4,5-trifluorophenyl)piperazine-1-carboxylate (643 mg) in methylene chloride (50 mL), and the reaction solution was heated under reflux for one hour. The reaction solution was left to cool to room temperature. Then, triethylamine (0.2 mL) was added to the reaction solution, which was then stirred at room temperature for 20 minutes. The reaction solution was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate) to obtain 174 mg of the title compound. The property values of the compound are as follows.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08048878B2
Source datasetuspto-grants-2011_11
ORD IDord-a9781196dcf84e90823cd4c057115cc5
Source noteuspto-grants-2011_11