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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 588643Generated: October 28, 2026

Potassium Carbonate → 1-methyl-5-phenyl-3-(pyrrolidin-1-yl)-1H-pyrazolo[3,4-c]pyridazin-4-ol

https://huagongshe.com/reaction/588643

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantL-ProlineHCID 145742—
ReactantHCID 178481918HCID 178481918—
CatalystCopper iodideHCID 83717—
SolventDimethylformamideHCID 6228—
Product1-methyl-5-phenyl-3-(pyrrolidin-1-yl)-1H-pyrazolo[3,4-c]pyridazin-4-olHCID 178481922—

Reaction Conditions

Temperature110 °C

Reaction Steps

A mixture of 3-iodo-1-methyl-5-phenyl-1H-pyrazolo[3,4-c]pyridazin-4-ol (100 mg, 0.28 mmol), copper iodide (11 mg, 0.056 mmol), L-proline (13 mg, 0.11 mmol), K2CO3 (193 mmol, 1.4 mmol) in anhydrous DMF (5.6 mL) was degassed by bubbling nitrogen through for 10 minutes, then heated to 110° C. for 20 h. The mixture was left to cool to room temperature, then partitioned between ethyl acetate and water, and the aqueous phase was extracted with ethyl acetate. The organic phases were combined, dried (MgSO4), filtered and evaporated. The residue (117 mg) was used as such in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09227976B2
Source datasetuspto-grants-2016_01
ORD IDord-6b63d937842841c3b900850f8cbf256d
Source noteuspto-grants-2016_01