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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 387974Generated: October 30, 2026

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

https://huagongshe.com/reaction/387974

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 saline 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 numberUS08372981B2
Source datasetuspto-grants-2013_02
ORD IDord-36b991935a7d4913a6b2f0235f64705c
Source noteuspto-grants-2013_02