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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2189123Generated: October 31, 2026

Potassium Carbonate → HCID 58280180, compound

https://huagongshe.com/reaction/2189123

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl 4-bromobutyrateHCID 107604—
ReactantHCID 58280099HCID 58280099—
CatalystTetrabutylammonium IodideHCID 67553—
SolventAcetonitrileHCID 6342—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58280180HCID 58280180—

Reaction Conditions

Temperature80 °C

Reaction Steps

Add 1677 mg (12.1 mmol) of potassium carbonate to a solution of 2250 mg (4.9 mmol) of 5-(4-ethylphenyl)-6-(2-fluorophenyl)-4-[(3R)-piperidin-3-yloxy]furo[2,3-d]pyrimidine in 100 ml of THF and 10 ml of acetonitrile. Then add 0.74 ml (1054 mg, 5.8 mmol) of 4-brombutyric acid methyl ester and 72 mg (0.19 mmol) of tetra-n-butylammonium iodide. Stir the reaction mixture at 80° C. for 13 hours. After cooling to room temperature, filter off the residue, wash with THF, concentrate the filtrate under reduced pressure and purify the residue by column chromatography on silica gel (eluent: cyclohexane/ethyl acetate 1:2). 2005 mg (75% of theory) of the target compound are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324222B2
Source datasetuspto-grants-2012_12
ORD IDord-62fcffdb2f0a488798884b5eca0a30db
Source noteuspto-grants-2012_12