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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 853501Generated: October 29, 2026

2-Methoxyethylamine → 6-(2-Methoxyethylcarbamoyl)-7-methoxy-4-(indol-5-yloxy) quinoline

https://huagongshe.com/reaction/853501

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-MethoxyethylamineHCID 8018—
ReactantTriethylamineHCID 8471—
ReactantBenzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 151348—
Reactant6-Carboxy-7-methoxy-4-(indol-5-yloxy)quinolineHCID 22936978—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product6-(2-Methoxyethylcarbamoyl)-7-methoxy-4-(indol-5-yloxy) quinolineHCID 22936530—

Reaction Steps

After dissolving 6-carboxy-7-methoxy-4-(indol-5-yloxy)quinoline (100 mg) in dimethylformamide (4.0 ml), there were added methoxyethylamine (0.04 ml), triethylamine (0.08 ml) and benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (198 mg), and the mixture was stirred at room temperature for 5 hours. Water was added to the reaction solution, extraction was performed with ethyl acetate, and then the organic layer was washed with water and saturated brine in that order and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. Ethyl acetate was used for recrystallization to obtain the title compound (86 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07253286B2
Source datasetuspto-grants-2007_08
ORD IDord-b763c99d2b394a3dacb4d8d9d570a081
Source noteuspto-grants-2007_08