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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2170812Generated: October 31, 2026

2-[2-(4-Chloro-phenyl)-5-methyl-thiazol-4-yl]-4-[1-(tetrahydro-pyran-4-yl)-meth-(E)-ylidene]-cyclopentane-1,3-dione → 2-[2-(4-Chloro-phenyl)-5-methyl-thiazol-4-yl]-4-(tetrahydro-pyran-4-ylmethyl)-cyclopentane-1,3-dione

https://huagongshe.com/reaction/2170812

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-[2-(4-Chloro-phenyl)-5-methyl-thiazol-4-yl]-4-[1-(tetrahydro-pyran-4-yl)-meth-(E)-ylidene]-cyclopentane-1,3-dioneHCID 68156924—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product2-[2-(4-Chloro-phenyl)-5-methyl-thiazol-4-yl]-4-(tetrahydro-pyran-4-ylmethyl)-cyclopentane-1,3-dioneHCID 4987170523.2%

Reaction Steps

To a solution of 2-[2-(4-Chloro-phenyl)-5-methyl-thiazol-4-yl]-4-[1-(tetrahydro-pyran-4-yl)-meth-(E)-ylidene]-cyclopentane-1,3-dione (130 mg, 0.32 mmol) in ethanol (2 ml) was added 5% palladium on carbon (13 mg), and the reaction stirred under an atmosphere hydrogen at a pressure of 2 bar for 4 hours. The crude reaction mixture was filtered through a pad of Celite and purified by preparative mass-directed HPLC to give 2-[2-(4-Chloro-phenyl)-5-methyl-thiazol-4-yl]-4-(tetrahydro-pyran-4-ylmethyl)-cyclopentane-1,3-dione (30 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051300B2
Source datasetuspto-grants-2015_06
ORD IDord-0de296efa06e47eea523b1b21e005017
Source noteuspto-grants-2015_06