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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1818892Generated: October 30, 2026

Water → HCID 11276259, compound

https://huagongshe.com/reaction/1818892

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium FluorideHCID 522689—
Reactant2-(Tributylstannyl)furanHCID 4393688—
ReactantHCID 11217833HCID 11217833—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
ProductHCID 11276259HCID 1127625978%

Reaction Conditions

Temperature0 °C

Reaction Steps

8-chloro-6-methyl-3,4-dihydro-pyrano[3,4-c]pyridine-1-on (250 mg, 1.265 mmol) and Pd(PPh3)4 (146 mg, 0.127 mmol) were dissolved in 12 mL of anhydrous toluene, dropwisely added with 2-(tributylstannyl)furan (0.80 mL, 2.530 mmol) and then heated to reflux for about 15 hours under the nitrogen atmosphere. The mixture was added with 15 mL of 2% KF solution and 20 mL of distilled water while stirring at 0° C. and then extracted twice with 50 mL of methylene chloride. The resulting organic layer was dried using anhydrous sodium sulfate, filtered and concentrated. A silica gel column chromatography (5% EtOAc/MC) was performed on the resulting residue and 225 mg (78%) of 6-methyl-8-furan-2-yl-3,4-dihydro-pyrano[3,4-c]pyridine-1-on was obtained in white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07601736B2
Source datasetuspto-grants-2009_10
ORD IDord-331fe164df484b238c5416fbc47c2f6a
Source noteuspto-grants-2009_10