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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1697273Generated: October 30, 2026

Ethyl Acetate → HCID 58497003, compound

https://huagongshe.com/reaction/1697273

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium CarbonateHCID 10340—
Reactant2-BromopyrimidineHCID 78345—
ReactantHCID 58496903HCID 58496903—
CatalystHCID 178418397HCID 178418397—
SolventMethanolHCID 887—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 58497003HCID 58497003—

Reaction Steps

A mixture of 400 mg 6-tert.-butoxycarbonylamino-naphthalene-2-boronic acid, 258 mg 2-bromo-pyrimidine, 100 mg tetrakis(triphenylphosphine)palladium and 4 ml 1 M sodium carbonate solution in 15 ml dioxane and 5 ml of methanol is refluxed for four hours in an argon atmosphere. After cooling to ambient temperature the reaction mixture is divided between ethyl acetate and water. The organic phase is dried on magnesium sulphate and evaporated down. The flask residue is chromatographed through a silica gel column with cyclohexane/ethyl acetate (75:25 to 50:50) as eluant.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163911B2
Source datasetuspto-grants-2012_04
ORD IDord-f2baa1aea34c4f92bc514704f6dff881
Source noteuspto-grants-2012_04