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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2389871Generated: October 30, 2026

Potassium Carbonate → Methyl 2-phenylfuro[3,2-c]pyrazolo[1,5-a]pyridine-1-carboxylate

https://huagongshe.com/reaction/2389871

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantPhenylpropynoic acid methyl esterHCID 138378—
Reactant5-Aminofuro[3,2-c]pyridin-5-ium 2,4-dinitrobenzenolateHCID 86638665—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductMethyl 2-phenylfuro[3,2-c]pyrazolo[1,5-a]pyridine-1-carboxylateHCID 5917936251%

Reaction Steps

To a mixture of 5-aminofuro[3,2-c]pyridin-5-ium 2,4-dinitrobenzenolate (1.00 g, 3.14 mmol) and potassium carbonate (608 mg, 4.40 mmol) in dimethylformamide (20 mL) was added methyl 3-phenylpropiolate (509 μL, 3.45 mmol) under ice-cooling, and the mixture was stirred at room temperature for 15 hr. The reaction solution was diluted with water and extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane=10/90→40/60) to give the title compound (467 mg, yield 51%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273761B2
Source datasetuspto-grants-2012_09
ORD IDord-e50c3208e3c54f509d94441ea5280e46
Source noteuspto-grants-2012_09