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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2180134Generated: October 25, 2026

Potassium Carbonate → HCID 22490032, compound

https://huagongshe.com/reaction/2180134

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant5-HydroxyindoleHCID 16054—
Reactant4-Chloro-6-methoxy-7-(3-(pyrrolidin-1-yl)propoxy)cinnolineHCID 11278690—
SolventDimethylformamideHCID 6228—
ProductHCID 22490032HCID 2249003215.4%

Reaction Conditions

Temperature100 °C

Reaction Steps

A suspension of 4-chloro-6-methoxy-7-(3-(pyrrolidin-1-yl)propoxy)cinnoline (200 mg, 0.62 mmol), (prepared as described for the starting material in Example 1), 5-hydroxyindole (100 mg, 0.75 mmol) and potassium carbonate (129 mg, 0.93 mmol) in DMF (3 ml) was stirred at 100° C. for 6 hours. After cooling, the volatiles were removed under vacuum and the residue was purified by column chromatography eluting with methylene chloride/methanol saturated with ammonia (98/2 to 90/10). The fractions containing the expected product were combined and evaporated to give 4-(indol-5-yloxy)-6-methoxy-7-(3-(pyrrolidin-1-yl)propoxy)cinnoline (40 mg, 15%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06887874B2
Source datasetuspto-grants-2005_05
ORD IDord-6f44e276deca477a96a2f8e2d995d84b
Source noteuspto-grants-2005_05