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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1917072Generated: October 25, 2026

Triethylamine → Benzyl 4-(2-(4-methoxyphenylthio)ethylcarbamoyl)piperazine-1-carboxylate

https://huagongshe.com/reaction/1917072

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTriphosgeneHCID 94429—
ReactantBenzyl piperidine-1-carboxylateHCID 228749—
ReactantEthanamine, 2-[(4-methoxyphenyl)thio]-HCID 12261932—
SolventDichloromethaneHCID 6344—
ProductBenzyl 4-(2-(4-methoxyphenylthio)ethylcarbamoyl)piperazine-1-carboxylateHCID 68626717—

Reaction Steps

To a solution of compound 1 (183 mg) in CH2Cl2 (10 mL) was added triphosgene (0.7 eq.) and triethylamine (1.0 eq.) at 0° C. The reaction mixture was stirred for 1 h. at r.t., and N-Cbz-piperidine (1.5 eq.) and Et3N (0.5 mL) were added. The reaction mixture was stirred overnight and washed with 1N HCl and sat NaHCO3 (3×5 mL). The solvents were removed by evaporation under reduced pressure to give the title product 18, which was purified by chromatography (SiO2, CH2Cl2/EtOAc 10:1). Yield: 360 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618282B2
Source datasetuspto-grants-2013_12
ORD IDord-44b55b8362cc4f0b951d1671d0c489a8
Source noteuspto-grants-2013_12