Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 333181Generated: October 31, 2026

Ethyl Acetate → N-{4-[5-(3,4,5-Trimethoxy-phenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-benzyl}-acetamide

https://huagongshe.com/reaction/333181

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium CarbonateHCID 10340—
Reactant3,4,5-Trimethoxybenzeneboronic acidHCID 2734390—
ReactantHCID 66779757HCID 66779757—
CatalystHCID 178418476HCID 178418476—
SolventAcetonitrileHCID 6342—
ProductN-{4-[5-(3,4,5-Trimethoxy-phenyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-benzyl}-acetamideHCID 5476474353.1%

Reaction Steps

N-{-4-[5-Bromo-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridin-3-yl]-benzyl}-acetamide (Intermediate CC, 24 mg, 0.048 mmol), 3,4,5-trimethoxyphenyl boronic acid (13 mg, 0.058 mmol) and dichlorobis(triphenylphosphine)palladium (II) (2 mg, 0.002 mmol) were combined in CH3CN (1 ml) and 1 M Na2CO3 (2 ml) and heated in a microwave reactor at 150° C. for 20 min. EtOAc was added, washed with water, dried and purified by silica gel chromatography eluting with 0-4% MeOH:DCM to give 11 mg (53%) of the title compound. MS ESI (m/z): 432.2 (M+1)+, calc. 431.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877772B2
Source datasetuspto-grants-2014_11
ORD IDord-426536772b994219ba2be81c76101426
Source noteuspto-grants-2014_11