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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1820887Generated: November 4, 2026

Water → 8-[3-(2-Methoxy-pyrimidin-5-yl)-pyrrolo[2,3-b]pyridine-1-sulfonyl]-quinoline

https://huagongshe.com/reaction/1820887

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
Reactant(2-Methoxypyrimidin-4-YL)boronic acidHCID 45785507—
Reactant8-((3-Bromo-1H-pyrrolo[2,3-b]pyridin-1-yl)sulfonyl)quinolineHCID 57891686—
CatalystHCID 178418397HCID 178418397—
SolventTetrahydrofuranHCID 8028—
SolventPotassium CarbonateHCID 11430—
Product8-[3-(2-Methoxy-pyrimidin-5-yl)-pyrrolo[2,3-b]pyridine-1-sulfonyl]-quinolineHCID 578917395.6%

Reaction Conditions

Temperature120 °C

Reaction Steps

In a microwave reaction tube, 8-(3-bromo-pyrrolo[2,3-b]pyridine-1-sulfonyl)-quinoline (44, 68 mg, 0.18 mmol), 2-methoxy-pyrimidine-4-boronic acid (67.4 mg, 0.438 mmol), and tetrakis(triphenylphosphine)palladium(0) (10 mg, 0.0088 mmol) were mixed in 1.0 M of potassium carbonate (0.52 mL) and tetrahydrofuran (0.84 mL). The resulting mixture was heated at 120° C. in a CEM Discover microwave unit for 10 minutes. Ethyl acetate and water were added and two layers were separated. The aqueous layer was extracted with ethyl acetate and the combined organic layers were washed with brine and dried over sodium sulfate. The product was concentrated under reduced pressure and the resultant crude material was purified by column chromatography (80-90% ethyl acetate in hexane) to yield the desired product as a white solid (43, 0.005 g, 0.01 mmol). MS(ESI) [M+H+]+=417.8.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07605168B2
Source datasetuspto-grants-2009_10
ORD IDord-d70aadae4ed54938801efa7b624c8904
Source noteuspto-grants-2009_10