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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1405745Generated: October 26, 2026

Ethyl Acetate → HCID 66747890, compound

https://huagongshe.com/reaction/1405745

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium CarbonateHCID 10340—
Reactant3-Bromo-5-fluoropyridin-2-amineHCID 16126434—
Reactant4-Cyclohexyloxy-benzeneboronic acidHCID 22289818—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 66747890HCID 6674789081.4%

Reaction Conditions

Temperature100 °C

Reaction Steps

Tetrakis(triphenylphosphine)palladium(0) (54.5 mg) was added to a suspension of 3-bromo-5-fluoropyridin-2-amine (300 mg), 4-(cyclohexyloxy)phenylboronic acid (449 mg) and sodium carbonate (333 mg) in DME (15 mL) and water (3 mL) and the mixture was stirred at 100° C. under nitrogen for 2 hr. Water and EtOAc were added and the organic layer was separated, washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo. The residue was purified by column chromatography (silica gel, eluted with EtOAc in hexane) and washed with IPE to give the title compound (366 mg) as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08916551B2
Source datasetuspto-grants-2014_12
ORD IDord-dfc2f003f3f54250bdb8a6629582de68
Source noteuspto-grants-2014_12