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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 83619Generated: October 30, 2026

Dimethylformamide → HCID 66571216, compound

https://huagongshe.com/reaction/83619

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1-(1-(4-chlorobenzyl)-1H-indole-2-carbonyl)piperidine-4-carboxylic acidHCID 57385796—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductHCID 66571216HCID 66571216—

Reaction Steps

1-(1-(4-chlorobenzyl)-1H-indole-2-carbonyl)piperidine-4-carboxylic acid (300 mg, 0.756 mmol), 1-hydroxybenzotriazole (170 mg, 1.261 mmol), EDCI (242 mg, 1.261 mmol) were dissolved in DCM (Ratio: 4.00, Volume: 4.0 ml). the reaction was allowed to stir at room temperature for 10 minutes before adding Hunig'sBase (0.330 ml, 1.891 mmol) and a DMF (Ratio: 1.000, Volume: 1 ml) solution of 2-(pyridin-3-yl)ethanamine, HCl (100 mg, 0.630 mmol). The reaction was stirred overnight. The reaction was diluted with water and ethyl acetate. The organic layer was washed with saturated sodium bicarbonate, 10% aqeuous citric acid solution, followed by saturated sodium chloride solution. The organic layer was dried over magnesium sulfate, filtered and concentrated. The resulting solid was triturated with ethyl acetate to obtain white solid as a product. 1H-NMR (400 MHz, DMSO-d6) 8.40, 7.88, 7.66-7.57, 7.54, 7.36-7.27, 7.20, 7.16-7.04, 6.71, 5.48, 4.56-3.80, 3.32-3.25, 2.89, 2.73, 2.38-2.27, 1.47

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846684B2
Source datasetuspto-grants-2014_09
ORD IDord-ef3e7af14dc740c6b5085e99c316eb9c
Source noteuspto-grants-2014_09