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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1043970Generated: October 31, 2026

Water → (S)-7-(6-ethoxy-2,4-dimethylpyridin-3-yl)-1-(tetrahydrofuran-3-yl)-1H-pyrazolo[4,3-c]quinolin-4(5H)-one

https://huagongshe.com/reaction/1043970

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactantethyl 5-[4-(6-ethoxy-2,4-dimethylpyridin-3-yl)-2-nitrophenyl]-1-[(S)-tetrahydrofuran-3-yl]-1H-pyrazole-4-carboxylateHCID 86686405—
CatalystIronHCID 23925—
SolventAcetic AcidHCID 176—
Product(S)-7-(6-ethoxy-2,4-dimethylpyridin-3-yl)-1-(tetrahydrofuran-3-yl)-1H-pyrazolo[4,3-c]quinolin-4(5H)-oneHCID 13625399519.6%

Reaction Conditions

Temperature90 °C

Reaction Steps

Ethyl 5-[4-(6-ethoxy-2,4-dimethylpyridin-3-yl)-2-nitrophenyl]-1-[(S)-tetrahydrofuran-3-yl]-1H-pyrazole-4-carboxylate (97 mg) was dissolved in acetic acid (1 mL). Iron powder (56 mg) was added to the solution, and the mixture was stirred at 90° C. for four hours. The reaction mixture was returned to room temperature, and water (2 mL) was added to the reaction mixture. The precipitated solid was collected by filtration and washed with water. The resulting solid was dissolved in ethanol (1 mL) at 90° C. The solution was ice-cooled, and the precipitated solid was collected by filtration. The resulting solid was washed with MTBE to give the title compound (16 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08563565B2
Source datasetuspto-grants-2013_10
ORD IDord-d5453378ac1b43089a507e7d2ae43811
Source noteuspto-grants-2013_10