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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 83631Generated: October 30, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 66571339, compound

https://huagongshe.com/reaction/83631

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant3-FluorobenzylamineHCID 66853—
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 66571339HCID 66571339—

Reaction Steps

1-(1-(4-chlorobenzyl)-1H-indole-2-carbonyl)piperidine-4-carboxylic acid (100 mg, 0.252 mmol), EDCI (72.5 mg, 0.378 mmol), and 1-hydroxybenzotriazole (51.1 mg, 0.378 mmol) were dissolved in DCM (Volume: 3.0 ml). The reaction was stirred at room temperature for 10 minutes before Hunig's Base (0.066 ml, 0.378 mmol) and (3-fluorophenyl)methanamine (0.043 ml, 0.378 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 triturated with ethyl acetate to obtain product as a white solid. (Yield: 57 mg, white solid) 1H-NMR (400 MHz, DMSO-d6) 8.38, 7.63, 7.54, 7.35, 7.21, 7.13-7.00, 6.73, 5.49, 4.44, 4.28, 4.13-3.91, 2.94, 1.72, 1.44

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846684B2
Source datasetuspto-grants-2014_09
ORD IDord-5caf3814610748f99e61a0243fb27e74
Source noteuspto-grants-2014_09