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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 85063Generated: October 30, 2026

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

https://huagongshe.com/reaction/85063

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium CarbonateHCID 10340—
Reactant3,4,5-Trimethoxybenzeneboronic acidHCID 2734390—
Reactant5-bromo-1H-pyrrolo[2,3-b]pyridineHCID 10307932—
CatalystHCID 178418476HCID 178418476—
SolventAcetonitrileHCID 6342—
Product5-(3,4,5-trimethoxy-phenyl)-1H-pyrrolo[2,3-b]pyridineHCID 6677878284%

Reaction Steps

5-Bromo-1H-pyrrolo[2,3-b]pyridine (1.54 g, 7.83 mmol), 3,4,5-trimethoxyphenylboronic acid (1.83 g, 8.61 mmol) and dichlorobis(triphenylphosphine)palladium (II) (275 mg, 0.39 mmol) were combined in CH3CN (10 ml) and 1 M Na2CO3 (10 ml) and reacted in a microwave reactor for 5 min at 150° C. EtOAc was added and the mixture was washed with water, brine, dried, evaporated and purified by silica gel chromatography using 0-2% MeOH:DCM to yield 1.86 g (84%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846909B2
Source datasetuspto-grants-2014_09
ORD IDord-171a406ed59e48118099b62597fe770f
Source noteuspto-grants-2014_09