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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 632958Generated: November 2, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 178500680, compound

https://huagongshe.com/reaction/632958

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 117920278HCID 117920278—
ReactantHCID 178500667HCID 178500667—
SolventDichloromethaneHCID 6344—
ProductHCID 178500680HCID 17850068091%

Reaction Steps

Trans-{4-[4-(3-aminopropionylamino)phenyl]cyclohexyl}acetic acid methyl ester HCl salt (380 mg, 1.071 mmol), EDCI (513.3 mg, 2.678 mmol), 2-(2,6-dichlorophenyl)-5-trifluoromethyloxazole-4-carboxylic acid (366.61 mg, 1.125 mmol), HOBt (217.09 mg, 1.607 mmol) and ethyldiisopropylamine (485.63 mg, 3.749 mmol) were put into dichloromethane solvent (10 mL) and stirred at room temperature for 24 hours. After the reaction, aqueous NaHCO3 was added thereto, and extracted with dichloromethane. The organic layer was washed with brine, then the product was dried with anhydrous sodium sulfate, and solvent was removed. Column chromatography was conducted on the crude material to obtain trans-{4-[4-(3-{[2-(2,6-dichlorophenyl)-5-trifluoromethyloxazole-4-carbonyl]amino}propionylamino)phenyl]cyclohexyl}acetic acid methyl ester (609 mg, 91%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321728B2
Source datasetuspto-grants-2016_04
ORD IDord-fa8a50e51d164dc393a3611b4f32f83e
Source noteuspto-grants-2016_04