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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57972Generated: October 25, 2026

N,N'-Dimethylethylenediamine → 1-(6-Bromo-2-pyridyl)-6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridine

https://huagongshe.com/reaction/57972

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N'-DimethylethylenediamineHCID 8070—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Bromo-6-iodo-3-methoxypyridineHCID 11099040—
Reactant6-(6-methylpyrazin-2-yl)-1H-pyrazolo[4,3-c]pyridineHCID 86707080—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
Product1-(6-Bromo-2-pyridyl)-6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridineHCID 8670715464.6%

Reaction Conditions

Temperature85 °C

Reaction Steps

A solution containing 6-(6-methylpyrazin-2-yl)-1H-pyrazolo[4,3-c]pyridine (250 mg, 1.18 mmol), 2-bromo-6-iodo-3-methoxypyridine (570 mg, 1.78 mmol), Copper(I) iodide (225 mg, 1.18 mmol), Potassium carbonate (196 mg, 1.42 mmol) and N,N′-Dimethylethylenediamine (0.25 mL, 2.37 mmol) was stirred at 85° C. 4 h. The reaction was filtered through celite and concentrated. The crude product purified by isco column (EtOAc/Hep eluted at 100% EtOAc) to give the desired product 280 mg 59% yield. MS (ESI) m/z: 397.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434725B2
Source datasetuspto-grants-2016_09
ORD IDord-bcdd45b0245d474dbf6f5047b3cb492c
Source noteuspto-grants-2016_09