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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2234063Generated: October 30, 2026

Hydrochloric Acid → 4-(1H-Indol-2-yl)-6-pyridin-4-yl-2H-pyridazin-3-one

https://huagongshe.com/reaction/2234063

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDimethylformamideHCID 6228—
ReactantChlorotrimethylsilaneHCID 6397—
Reactant2-(3-Methoxy-6-pyridin-4-yl-pyridazin-4-yl)-indole-1-carboxylic acid tert-butyl esterHCID 67148857—
SolventAcetonitrileHCID 6342—
Solvent1,4-DioxaneHCID 31275—
Product4-(1H-Indol-2-yl)-6-pyridin-4-yl-2H-pyridazin-3-oneHCID 13568755325.1%

Reaction Conditions

Temperature60 °C

Reaction Steps

25 mg of 2-(3-methoxy-6-pyridin-4-yl-pyridazin-4-yl)-indole-1-carboxylic acid tert-butyl ester, 7.4 mg trimethylchlorosilane and 11.3 mg KI dissolved in 1 ml of acetonitril are stirred for 2 h at 60° C. Subsequently 0.5 ml of a 4N solution of hydrochloric acid in dioxane is added and stirred for 2 h at room temperature. The solution is diluted into DMF (dimethylformamide)/water and directly purified by HPLC (high performance liquid chromatography) on a RP18 (reversed phase 18) column giving 4.5 mg 4-(1H-Indol-2-yl)-6-pyridin-4-yl-2H-pyridazin-3-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07709466B2
Source datasetuspto-grants-2010_05
ORD IDord-0fbaf4121e4b42eeb93af6374fba7dde
Source noteuspto-grants-2010_05