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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2093088Generated: November 4, 2026

Triethylamine → Diethyl 6,7-dihydrothieno[3,2-c]pyridine-2,5(4H)-dicarboxylate

https://huagongshe.com/reaction/2093088

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl ThioglycolateHCID 12185—
ReactantPotassium HydroxideHCID 14797—
ReactantEthyl 4-chloro-3-formyl-5,6-dihydro-2H-pyridine-1-carboxylateHCID 3024580—
SolventWaterHCID 962—
SolventPyridineHCID 1049—
ProductDiethyl 6,7-dihydrothieno[3,2-c]pyridine-2,5(4H)-dicarboxylateHCID 14254905—

Reaction Steps

To a solution of ethyl 4-chloro-5-formyl-3,6-dihydropyridine-1(2H)-carboxylate (1 eq) obtained from step II in pyridine was added triethyl amine (1.5 eq.), ethyl thioglycolate (1 eq.) at 0° C. and the reaction mixture was stirred for overnight. A solution of KOH (1.5 eq) in water was added at 0° C. and further stirred at room temperature for 1 h Water was added and the organic layer was separated, dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford crude product, which, on purification by column chromatography afforded the desired diethyl 6,7-dihydrothieno[3,2-c]pyridine-2,5(4H)-dicarboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08440830B2
Source datasetuspto-grants-2013_05
ORD IDord-93ba4230e1124f93a0d1de608bdd39eb
Source noteuspto-grants-2013_05