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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1727748Generated: October 25, 2026

Potassium Carbonate → 4-(1-Ethyl-3-(4-nitrophenyl)-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridine

https://huagongshe.com/reaction/1727748

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant4-Bromo-1H-pyrrolo[2,3-b]pyridineHCID 22273643—
Reactant1-ethyl-3-(4-nitrophenyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 68995348—
CatalystHCID 178418397HCID 178418397—
Solvent1,4-DioxaneHCID 31275—
Product4-(1-Ethyl-3-(4-nitrophenyl)-1H-pyrazol-4-yl)-1H-pyrrolo[2,3-b]pyridineHCID 6899517880%

Reaction Steps

A solution of 1-ethyl-3-(4-nitrophenyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (7.5 mmol), 4-bromo-1H-pyrrolo[2,3-b]pyridine (Ref. Org. Lett. 5(26), 5023-5024, 2003) (6.3 mmol), and tetrakis(triphenylphosphine)palladium(0) (0.25 mmol) in a 1:1 solution of 1,4-dioxane (12 mL):2M potassium carbonate (12 mL) was stirred for 18 h at 100° C. in a sealed tube. Upon cooling to room temperature, product precipitated out of solution which was filtered and dried to provide the title product as a light yellow powder (80%). ESMS [M+H]+: 334.2

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07495102B2
Source datasetuspto-grants-2009_02
ORD IDord-4f1aff28b4ca4ec0a4c3a1b91bddeef0
Source noteuspto-grants-2009_02