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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 712573Generated: October 28, 2026

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

https://huagongshe.com/reaction/712573

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium CarbonateHCID 10340—
Reactant1-Methyl-4-{[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methyl}piperazineHCID 46739039—
Reactant5-bromo-3-iodo-1-tosyl-1H-pyrrolo[2,3-b]pyridineHCID 49759066—
CatalystHCID 178418476HCID 178418476—
SolventAcetonitrileHCID 6342—
Product5-bromo-3-[4-(4-methyl-piperazin-1-ylmethyl)-phenyl]-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridineHCID 66778843—

Reaction Steps

5-Bromo-3-iodo-1-(toluene-4-sulfonyl)-1H-pyrrolo[2,3-b]pyridine (200 mg, 0.419 mmol), 1-methyl-4-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-benzyl]-piperazine (160 mg, 0.503 mmol) and dichlorobis(triphenylphosphine)palladium (II) (30 mg, 0.042 mmol) were combined in CH3CN (5 ml) and 1 M Na2CO3 (5 ml) and stirred at 60° C. for 2 hrs. EtOAc was added and the organic phase was washed with water, dried and evaporated.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181247B2
Source datasetuspto-grants-2015_11
ORD IDord-9cebd900ccca42bcb3cd1fc4384ccfad
Source noteuspto-grants-2015_11