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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 632963Generated: October 30, 2026

1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 178500669, compound

https://huagongshe.com/reaction/632963

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant(1,1'-Biphenyl)-4-carboxylic acidHCID 66724—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 178500667HCID 178500667—
SolventDichloromethaneHCID 6344—
ProductHCID 178500669HCID 17850066991%

Reaction Steps

Trans-{4-[4-(3-aminopropionylamino)phenyl]cyclohexyl}acetic acid methyl ester HCl salt (50 mg, 0.141 mmol), EDCI (67.54 mg, 0.352 mmol), biphenyl-4-carboxylic acid (30.73 mg, 0.155 mmol), HOBt (28.56 mg, 0.211 mmol) and ethyldiisopropylamine (63.90 mg, 0.493 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 the solvent was removed. A column chromatography was conducted on the crude material to obtain trans-[4-(4-{3-[(biphenyl-4-carbonyl)-amino]-propionylamino}-phenyl)-cyclohexyl]-acetic acid methyl ester (64 mg, 91%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321728B2
Source datasetuspto-grants-2016_04
ORD IDord-e8b76c1dc762469486fea0fedc5ec7d0
Source noteuspto-grants-2016_04