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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 506168Generated: November 4, 2026

Potassium Carbonate → 4-(1H-indol-5-yloxy)-5-(3,4-dimethoxyphenyl)nicotinonitrile

https://huagongshe.com/reaction/506168

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant5-HydroxyindoleHCID 16054—
Reactant4-Chloro-5-(3,4-dimethoxyphenyl)nicotinonitrileHCID 25129785—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
Product4-(1H-indol-5-yloxy)-5-(3,4-dimethoxyphenyl)nicotinonitrileHCID 4457387274%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of 4-chloro-5-(3,4-dimethoxyphenyl)nicotinonitrile (120 mg, 0.44 mmol), 5-hydroxyindole (71 mg, 0.53 mmol) and K2CO3 (91 mg, 0.66 mmol) in CH3CN (4.0 mL) was heated at 80° C. for 4 h. After cooling to r.t., the reaction mixture was diluted with water (20 mL) and the precipitate was collected by filtration and washed with ether containing MeOH to give 121 mg (74%) of 5-(3,4-dimethoxyphenyl)-4-(1H-indol-5-yloxy)nicotinonitrile 220 as a tan solid. MS: 372.2; melting range: 192-194° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07781591B2
Source datasetuspto-grants-2010_08
ORD IDord-43f5c823345840059f0cc37161747be1
Source noteuspto-grants-2010_08