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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 712578Generated: October 30, 2026

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

https://huagongshe.com/reaction/712578

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium CarbonateHCID 10340—
Reactant3,4,5-Trimethoxybenzeneboronic acidHCID 2734390—
Reactant5-bromo-3-(4-fluoro-phenyl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridineHCID 66778487—
CatalystHCID 178418476HCID 178418476—
SolventAcetonitrileHCID 6342—
Product3-(4-fluoro-phenyl)-5-(3,4,5-trimethoxy-phenyl)-1H-pyrrolo[2,3-b]pyridineHCID 6677884129%

Reaction Steps

5-Bromo-3-(4-fluoro-phenyl)-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine (37 mg, 0.083 mmol), 3,4,5-trimethoxyphenylboronic acid (21 mg, 0.1 mmol) and dichlorobis(triphenylphosphine)palladium (II) (3 mg, 0.004 mmol) were combined in CH3CN (1.5 ml) and 1 M Na2CO3 (2 ml) and reacted in a microwave reactor for 20 min at 150° C. EtOAc was added and the mixture was washed with water, dried, evaporated and purified by silica gel chromatography using 0-2% MeOH:DCM to yield 9 mg (29%) of the title compound. MS ESI (m/z): 379.2 (M+1)+, calc. 378.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181247B2
Source datasetuspto-grants-2015_11
ORD IDord-7559d6ca691d404ea140201ee64a2e0e
Source noteuspto-grants-2015_11