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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 574147Generated: October 26, 2026

1,2-Dichloroethane → Ethyl 1-({[(tert-butoxycarbonyl)amino][3-(trifluoromethyl)phenyl]acetyl}amino)cyclopropanecarboxylate

https://huagongshe.com/reaction/574147

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantEthyl 1-aminocyclopropanecarboxylateHCID 386204—
Reactant2-{[(Tert-butoxy)carbonyl]amino}-2-[3-(trifluoromethyl)phenyl]acetic acidHCID 22309176—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductEthyl 1-({[(tert-butoxycarbonyl)amino][3-(trifluoromethyl)phenyl]acetyl}amino)cyclopropanecarboxylateHCID 66801809—

Reaction Steps

A mixture of 500 mg (1.57 mmol) of [(tert-butoxycarbonyl)amino][3-(trifluoromethyl)-phenyl]acetic acid, 243 mg (1.88 mmol) of ethyl 1-aminocyclopropanecarboxylate, 450 mg (2.35 mmol) of EDC and 317 mg (2.35 mmol) of HOBt in 10 ml of DMF was stirred at RT overnight. The reaction mixture was diluted with ethyl acetate and washed twice with 1N hydrochloric acid and once with a saturated aqueous sodium bicarbonate solution. The organic phase was dried over sodium sulphate and then freed from the solvent on a rotary evaporator. The residue was dried under high vacuum. This gave 650 mg (96% of theory) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09034855B2
Source datasetuspto-grants-2015_05
ORD IDord-bdcae72e96dc4e69890096b6d291c9c9
Source noteuspto-grants-2015_05