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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1964968Generated: November 3, 2026

Potassium Carbonate → HCID 58086084, compound

https://huagongshe.com/reaction/1964968

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantPhenylboronic AcidHCID 66827—
ReactantHCID 58086964HCID 58086964—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 58086084HCID 58086084—

Reaction Conditions

Temperature65 °C

Reaction Steps

To 5-bromo-3-(3-tert-butoxycarbonyloxy-2-fluoro-benzoyl)-pyrrolo[2,3-b]pyridine-1-carboxylic acid tert-butyl ester (32, 55.0 mg, 0.10 mmol) in tetrahydrofuran (10 mL) were added 1.0 M potassium carbonate in water (3.5 mL), phenylboronic acid (18.8 mg, 0.15 mmol) and tetrakis(triphenylphosphine)palladium(0) (3.9 mg, 0.0034 mmol) under an atmosphere of nitrogen. The reaction was stirred at 65° C. for 3 hours, and then poured into water and extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, and concentrated to give crude compound 33 that was used in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415469B2
Source datasetuspto-grants-2013_04
ORD IDord-10a9fb014cfd4788a57a3958e61e15d4
Source noteuspto-grants-2013_04