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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1881928Generated: November 1, 2026

Triethylamine → HCID 59331400, compound

https://huagongshe.com/reaction/1881928

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPyrazine-2-carbaldehydeHCID 11274980—
ReactantHCID 59331472HCID 59331472—
Catalyst3-Benzyl-5-(2-hydroxyethyl)-4-methylthiazolium chlorideHCID 2833352—
SolventEthanolHCID 702—
SolventEthyl AcetateHCID 8857—
ProductHCID 59331400HCID 5933140014.2%

Reaction Steps

To a solution of 4-[4-(methylsulfonyl)phenyl]-5-(tetrahydrofuran-3-yl)pent-1-en-3-one (523 mg) in ethanol (8.5 mL) were added pyrazine-2-carbaldehyde (220 mg), 3-benzyl-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride (50.5 mg) and triethylamine (102 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 (100 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-4105138dc1ff4a54ad7e8479cf64f9ea
Source noteuspto-grants-2012_11