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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1881927Generated: November 3, 2026

Triethylamine → HCID 59331274, compound

https://huagongshe.com/reaction/1881927

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-PyridinecarboxaldehydeHCID 14273—
ReactantHCID 59331472HCID 59331472—
Catalyst3-Benzyl-5-(2-hydroxyethyl)-4-methylthiazolium chlorideHCID 2833352—
SolventEthanolHCID 702—
SolventEthyl AcetateHCID 8857—
ProductHCID 59331274HCID 5933127414.1%

Reaction Steps

To a solution of 4-[4-(methylsulfonyl)phenyl]-5-(tetrahydrofuran-3-yl)pent-1-en-3-one (229 mg) in ethanol (3.6 mL) were added pyridine-2-carbaldehyde (84.8 mg), 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride (22.0 mg) and triethylamine (44.5 μL), and the mixture was stirred with heating under reflux for 3 hr. After cooling to room temperature, the reaction mixture was diluted with ethyl acetate and washed with water. The ethyl acetate layer was dried (MgSO4) and concentrated. The residue was subjected to silica gel column chromatography, and the title compound (43.5 mg, yield 14%) was obtained as a pale-yellow amorphous solid from a fraction eluted with ethyl acetate-hexane (19:1, volume ratio).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318746B2
Source datasetuspto-grants-2012_11
ORD IDord-bbcf56d49a704a11bdc15d5795b927ec
Source noteuspto-grants-2012_11