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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 377595Generated: October 26, 2026

Water → 6-(((dimethylamino)ethyl)amino)-3-(pivaloyloxy)-7H-indeno[2,1-c]quinoline-7-on

https://huagongshe.com/reaction/377595

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPivaloyl chlorideHCID 62493—
ReactantTAS-103 free baseHCID 135413533—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
Product6-(((dimethylamino)ethyl)amino)-3-(pivaloyloxy)-7H-indeno[2,1-c]quinoline-7-onHCID 2237166083.8%

Reaction Steps

To a solution of 6-(((dimethylamino)ethyl)amino)-3-hydroxy-7H-indeno[2,1-c]quinoline-7-on obtained in example 3 (100 mg, 0.3 mmol) in dichloromethane (10 ml) was added 4-dimethylaminopyridine (100 mg, 0.8 mmol) and pivaloyl chloride (37 μl, 0.3 mmol), and the mixture was stirred at room temperature for 3 hours. To the reaction mixture was added water to wash the organic layer, which was dried over magnesium sulfate and evaporated. The residue was purified by silica gel column chromatography (eluent; chloroform:ethanol=10:1(v/v)) and crystallized from hexane to give 105 mg (yield: 80.0%) of title compound. The physicochemical properties thereof are shown in table 1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06028079
Source datasetuspto-grants-2000_02
ORD IDord-9f4780708aff4fbfa89d6a993c861ecd
Source noteuspto-grants-2000_02