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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1644897Generated: October 27, 2026

Diisopropylethylamine → (S)-N-ethyl-4-(4-((6-oxo-5,6,6a,7,8,9-hexahydropyrido[3,2-e]pyrrolo[1,2-a]pyrazin-3-yl)methyl)piperazin-1-yl)benzamide

https://huagongshe.com/reaction/1644897

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant(Cyanomethyl)trimethylphosphanium iodideHCID 10514344—
ReactantN-ethyl-4-(piperazin-1-yl)benzamideHCID 28749590—
Reactant(S)-3-(hydroxymethyl)-6a,7,8,9-tetrahydropyrido[3,2-e]pyrrolo[1,2-a]pyrazin-6(5H)-oneHCID 58324378—
SolventDimethyl SulfoxideHCID 679—
SolventPropionitrileHCID 7854—
Product(S)-N-ethyl-4-(4-((6-oxo-5,6,6a,7,8,9-hexahydropyrido[3,2-e]pyrrolo[1,2-a]pyrazin-3-yl)methyl)piperazin-1-yl)benzamideHCID 46864826—

Reaction Conditions

Temperature90 °C

Reaction Steps

To a suspension of (S)-3-(hydroxymethyl)-6a,7,8,9-tetrahydropyrido[3,2-e]pyrrolo[1,2-a]pyrazin-6(5H)-one (0.8 g, 3.65 mmol)) in propiononitrile (Volume: 27.4 ml) was added (cyanomethyl)trimethylphosphonium iodide (1.064 g, 4.38 mmol), N-ethyl-4-(piperazin-1-yl)benzamide (0.851 g, 3.65 mmol) and DIEA (1.912 ml, 10.95 mmol). The vial was heated to 90° C. for 16 hours. The crude reaction was cooled to RT, DMSO (1 ml) was added, and the mixture was purified via HPLC (55-90, basic) to give the product as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08124606B2
Source datasetuspto-grants-2012_02
ORD IDord-2b7092fc986a4182861975a86a8fe322
Source noteuspto-grants-2012_02