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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 592938Generated: October 31, 2026

Dichloromethane → (4-Chloro-2-(10-fluoro-1-oxo-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-2(1H)-yl)pyridin-3-yl)methyl Acetate

https://huagongshe.com/reaction/592938

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantAcetyl chlorideHCID 6367—
Reactant2-(4-Chloro-3-(hydroxymethyl)pyridin-2-yl)-10-fluoro-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-1(2H)-oneHCID 86684432—
SolventTriethylamineHCID 8471—
Product(4-Chloro-2-(10-fluoro-1-oxo-3,4,6,7,8,9-hexahydropyrazino[1,2-a]indol-2(1H)-yl)pyridin-3-yl)methyl AcetateHCID 8668443390%

Reaction Conditions

Temperature0 °C

Reaction Steps

A round-bottomed flask was charged with 231a (600 mg, 1.72 mmol), dichloromethane (50 mL), and triethylamine (5 mL). The solution was stirred at 0° C. for 0.5 h and acetyl chloride (135 mg, 1.72 mmol) was added slowly. The mixture was stirred at 0° C. for another 2.5 h. It was then evaporated under reduced pressure. The residue was purified by silica-gel column chromatography eluting with 9:1 petroleum ether/ethyl acetate to afford 231b (605 mg, 90%) as a yellow solid. MS-ESI: [M+H]+ 392.1

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238655B2
Source datasetuspto-grants-2016_01
ORD IDord-338a8479968e49a5ae2c6a22218ce001
Source noteuspto-grants-2016_01