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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 896714Generated: October 30, 2026

Water → HCID 22349911, compound

https://huagongshe.com/reaction/896714

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 15908—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1-((tert-Butoxycarbonyl)amino)cyclopropanecarboxylic acidHCID 688396—
ReactantHCID 22349880HCID 22349880—
SolventDichloromethaneHCID 6344—
ProductHCID 22349911HCID 2234991162.2%

Reaction Steps

The above-mentioned amine (80 mg, 0.28 mmol), was dissolved in anhydrous DCM (4 mL). To this stirred solution was added 1-[(tert-butoxycarbonyl)amino]cyclopropanecarboxylic acid (67 mg, 0.33 mmol), HOBt.H2O (8 mg, 0.08 mmol) and lastly EDCI (69 g, 0.36 mmol). This mixture was allowed to stir overnight. Solvent was then removed under reduced pressure and the residue was subjected to silica gel chromatography eluting with a 1-3% MeOH in DCM gradient to provide methyl 4′-{1-[({1-[(tert-butoxycarbonyl)amino]cyclopropyl}carbonyl)amino]-1-methylethyl}-3-fluoro-1,1′-biphenyl-2-carboxylate (82 mg), giving LC/MS and proton NMR spectra consistent with theory.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06919343B2
Source datasetuspto-grants-2005_07
ORD IDord-028342bd006944f48568b1118375f12c
Source noteuspto-grants-2005_07