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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 333185Generated: October 31, 2026

Ethyl Acetate → 5-bromo-3-(4-fluoro-phenyl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine

https://huagongshe.com/reaction/333185

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium CarbonateHCID 10340—
Reactant4-Fluorophenylboronic acidHCID 285645—
Reactant5-bromo-3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridineHCID 49759066—
CatalystHCID 178418476HCID 178418476—
SolventAcetonitrileHCID 6342—
Product5-bromo-3-(4-fluoro-phenyl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridineHCID 66778487112%

Reaction Steps

5-Bromo-3-iodo-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine (70 mg, 0.147 mmol), 4-fluorophenylboronic acid (25 mg, 0.176 mmol) and dichlorobis(triphenylphosphine)palladium (II) (10 mg, 0.015 mmol) were combined in CH3CN (2 ml) and 1 M Na2CO3 (2 ml) and stirred at 60° C. for 3 hrs. EtOAc was added and the mixture was washed with water, dried and evaporated to yield 73 mg (112%) of the title compound. MS ESI (m/z): 445.1/447.2 (M+1)+, calc. 444/446.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877772B2
Source datasetuspto-grants-2014_11
ORD IDord-202f4a43666b41c48a0743c1352be29c
Source noteuspto-grants-2014_11