Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1964522Generated: October 30, 2026

Potassium Carbonate → HCID 66683402, compound

https://huagongshe.com/reaction/1964522

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantTriphenylphosphineHCID 11776—
Reactant1-(tert-Butoxycarbonyl)-2-pyrroleboronic AcidHCID 2734321—
ReactantHCID 66681070HCID 66681070—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
SolventEthyl AcetateHCID 8857—
ProductHCID 66683402HCID 6668340294.3%

Reaction Conditions

Temperature90 °C

Reaction Steps

1-Bromo-3-[(1S)-2-methoxy-1-methylethoxy]-5-[4-(methylsulfonyl)phenoxy]benzene (2.38 g, 5.73 mmol) synthesized in Example (13a) and 1-(t-butoxycarbonyl)pyrrole-2-boronic acid (1.45 g, 6.87 mmol) were dissolved in a mixed solvent of 1,2-dimethoxyethane (50 mL) and water (6 mL), and palladium (II) acetate (40 mg, 0.178 mmol), triphenylphosphine (180 mg, 0.686 mmol) and potassium carbonate (2.38 g, 17.2 mmol) was added, followed by stirring at 90° C. for 18 hours under nitrogen atmosphere. The reaction solution was cooled to room temperature, water (30 mL) and ethyl acetate (50 mL) were added, and the solution was separated. The organic layer was washed with saturated brine, and subsequently dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the resulting residue was purified using silica gel column chromatography (elution solvent: ethyl acetate/hexane=20%-40%) to afford the desired compound (2.71 g, yield 94%) as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415359B2
Source datasetuspto-grants-2013_04
ORD IDord-eb1bf0eba96e40a79eac7d0b312b5ae9
Source noteuspto-grants-2013_04