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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 712582Generated: October 30, 2026

Ethyl Acetate → HCID 54764826, compound

https://huagongshe.com/reaction/712582

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium CarbonateHCID 10340—
Reactant2-(4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-1H-imidazoleHCID 59619662—
Reactant3-iodo-1-(toluene-4-sulfonyl)-5-(3,4,5-trimethoxy-phenyl)-1H-pyrrolo[2,3-b]pyridineHCID 66778854—
CatalystHCID 178418476HCID 178418476—
SolventAcetonitrileHCID 6342—
ProductHCID 54764826HCID 5476482622.1%

Reaction Steps

3-Iodo-1-(toluene-4-sulfonyl)-5-(3,4,5-trimethoxy-phenyl)-1H-pyrrolo[2,3-b]pyridine (Intermediate CJ, 30 mg, 0.053 mmol), 2-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-1H-imidazole (Intermediate CG, 18 mg, 0.064 mmol) and dichlorobis(triphenylphosphine)palladium (II) (2 mg, 0.003 mmol) were combined in CH3CN (1 ml) and 1 M Na2CO3 (1 ml) and stirred at 60° C. for 2 d. Additional Intermediate CG (18 mg, 0.064 mmol) was added and stirring was continued for another day. EtOAc was added and the mixture was washed with water, dried, evaporated and purified by silica gel chromatography using 0-5% MeOH:DCM to yield 5 mg (22%) of the title compound. MS ESI (m/z): 427.2 (M+1)+, calc. 426.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181247B2
Source datasetuspto-grants-2015_11
ORD IDord-9818fb6bf6744ea2995e9eb8a0441ea0
Source noteuspto-grants-2015_11