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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1677422Generated: November 1, 2026

Potassium Carbonate → HCID 59540723, compound

https://huagongshe.com/reaction/1677422

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1,4-DioxaneHCID 31275—
Reactant(4-Methoxyphenyl)boronic acidHCID 201262—
Reactant1-(2-Bromo-5H-pyrrolo[2,3-b]pyrazin-7-yl)-2,2-dimethylpropan-1-oneHCID 57829218—
SolventWaterHCID 962—
ProductHCID 59540723HCID 5954072350%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 1-(2-bromo-5H-pyrrolo[2,3-b]pyrazin-7-yl)-2,2-dimethyl-propan-1-one (60 mg, 0.21 mmol), 4-methoxyphenyl boronic acid (33 mg, 0.22 mmol), potassium carbonate (69 mg, 0.5 mmol), Pd(dppf)Cl2CH2Cl2 (13 mg, 0.016 mmol), 1.7 mL dioxane and 0.4 mL water was stirred at 150° C. in a microwave for 30 min. The resulting mixture was partitioned between ethyl acetate and water. The combined organic layers were dried over Na2SO4 and concentrated to give a dark brown solid. The crude product was purified by preparative thin layer chromatography using 90:9.5:0.5 CH2Cl2:MeOH:conc NH4OH as eluant. The resultant brown solid was washed with ethyl ether to provide 31 mg (50%) of 1-[2-(4-methoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-2,2-dimethyl-propan-1-one as a brown solid. MP 207-208° C., M+H 310.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08008298B2
Source datasetuspto-grants-2011_08
ORD IDord-cd59d3365a6b467fb267c2ba83427eb3
Source noteuspto-grants-2011_08