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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 83630Generated: October 30, 2026

Phenethylamine → HCID 57385299, compound

https://huagongshe.com/reaction/83630

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenethylamineHCID 1001—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-(1-(4-chlorobenzyl)-1H-indole-2-carbonyl)piperidine-4-carboxylic acidHCID 57385796—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductHCID 57385299HCID 57385299—

Reaction Steps

1-(1-(4-chlorobenzyl)-1H-indole-2-carbonyl)piperidine-4-carboxylic acid (100 mg, 0.252 mmol), EDCI (97 mg, 0.504 mmol), and 1-hydroxybenzotriazole (68.1 mg, 0.504 mmol) were dissolved in DCM (Volume: 3.0 ml). The reaction was stirred at room temperature for 10 minutes before Hunig's Base (0.088 ml, 0.504 mmol) and 2-phenylethanamine (0.063 ml, 0.504 mmol) were added. The reaction was allowed to stir overnight at room temperature. The reaction was diluted with water and ethyl acetate. The organic phase was washed with 1N HCl, saturated sodium bicarbonate, and brine. The organic phase was dried over magnesium sulfate, filtered, and concentrated. The crude material was recrystallized in ether and ethyl acetate to obtain product as a white solid. (Yield: 76 mg, white solid) 1H-NMR (400 MHz, DMSO-d6) 7.85, 7.62, 7.53, 7.36-7.05, 6.71, 5.48, 4.38, 4.01, 3.26, 2.90, 2.69, 2.39-2.28, 1.61, 1.36

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846684B2
Source datasetuspto-grants-2014_09
ORD IDord-837c3626a76e47a89c7a97325dd02894
Source noteuspto-grants-2014_09