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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2388233Generated: November 1, 2026

Potassium Carbonate → HCID 86648127, compound

https://huagongshe.com/reaction/2388233

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant18-Crown-6HCID 28557—
Reactant9-(Chloromethyl)anthraceneHCID 32385—
ReactantHCID 86648126HCID 86648126—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 86648127HCID 8664812745.6%

Reaction Conditions

Temperature55 °C

Reaction Steps

Ethyl 7-hydroxy-4-iodo-3-phenylisoxazolo[4,5-c]pyridine-6-carboxylate (300 mg, 0.73 mmol), 9-chloromethylanthracene (249 mg, 1.10 mmol), 18-crown-6 (29 mg, 0.11 mmol) and K2CO3 (152 mg, 1.10 mmol) were added to DMF, and the mixture was stirred at 55° C. for 3 h. EtOAc (50 mL) was added and the organic layer was washed with brine and dried over MgSO4. Solvent was removed in vacuo and the crude product was purified twice by flash chromatography (0-30% EtOAc/hexanes) to give 200 mg of the title compound. 1H NMR (CDCl3, 200 MHz): δ=8.65-8.80 (m, 2H), 8.18 (s, 1H), 7.70-7.80 (m, 2H), 7.40-7.55 (m, 3H), 7.18-7.30 (m, 6H), 6.30 (s, 2H), 3.95 (q, 2H, J=7.0 Hz), 0.72 (t, 3H, J=7.2 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08269008B2
Source datasetuspto-grants-2012_09
ORD IDord-c007cca76dfc4cfbb03cef3fd789332b
Source noteuspto-grants-2012_09