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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 69103Generated: October 28, 2026

Triethylamine → HCID 136336853, compound

https://huagongshe.com/reaction/69103

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl AcetateHCID 8857—
Reactant1,3-Bis(diphenylphosphino)propaneHCID 81219—
ReactantHCID 136336852HCID 136336852—
ReactantHCID 178418416HCID 178418416—
Catalystpalladium(II) acetateHCID 167845—
SolventDimethyl SulfoxideHCID 679—
SolventMethanolHCID 887—
SolventWaterHCID 962—
ProductHCID 136336853HCID 136336853—

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of 735 mg of 7-bromo-1-cyclopentyl-1,5-dihydro-4H-pyrazolo[4,3-c]quinolin-4-one in 6 mL of dimethylsulfoxide were sequentially added 49 mg of palladium acetate, 91 mg of 1,3-bis(diphenylphosphino)propane, 0.62 mL of triethylamine, and 3 mL of methanol, and the atmosphere in the reaction container was replaced with carbon monoxide. The mixture was stirred at 70° C. for 7 hours, cooled to room temperature, and then poured into a mixture of water and ethyl acetate. The aqueous layer was separated, the organic layer was washed with diluted hydrochloric acid and saturated brine, and then dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (chloroform/methanol) to obtain 551 mg of methyl 1-cyclopentyl-4-oxo-4,5-dihydro-1H-pyrazolo[4,3-c]quinoline-7-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822448B2
Source datasetuspto-grants-2014_09
ORD IDord-65e89e2a63c949689eb83005048a5f45
Source noteuspto-grants-2014_09