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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2389929Generated: October 31, 2026

Potassium Carbonate → Ethyl 2-ethyl-8-methylfuro[3,2-c]pyrazolo[1,5-a]pyridine-1-carboxylate

https://huagongshe.com/reaction/2389929

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl pent-2-yn-1-oateHCID 99169—
Reactant5-Amino-2-methylfuro[3,2-c]pyridin-5-ium 2,4-dinitrobenzenolateHCID 86638667—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductEthyl 2-ethyl-8-methylfuro[3,2-c]pyrazolo[1,5-a]pyridine-1-carboxylateHCID 5917943738.3%

Reaction Steps

A mixture of 5-amino-2-methylfuro[3,2-c]pyridin-5-ium 2,4-dinitrobenzenolate (1.44 g, 4.33 mmol), potassium carbonate (838 mg, 6.06 mmol) and ethyl 2-pentynoate (628 μL, 4.76 mmol) in dimethylformamide (20 mL) was stirred at room temperature for 14 hr. The reaction solution was diluted with water, and the mixture was extracted with diethyl ether. The extract was washed with saturated brine, dried over anhydrous sodium sulfate and filtered. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane=10/90→30/70) to give the title compound (451 mg, yield 38%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273761B2
Source datasetuspto-grants-2012_09
ORD IDord-54a79e1856c544d8b15f19189ea477a7
Source noteuspto-grants-2012_09