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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2194635Generated: October 29, 2026

Trifluoroacetic acid → Ethyl 3-[2-(1-isopropylcarbamoyl-piperidin-4-yl)-ethoxy]-benzoate

https://huagongshe.com/reaction/2194635

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantIsopropyl isocyanateHCID 61277—
ReactantDiisopropylethylamineHCID 81531—
ReactantEthyl 3-(2-piperidin-4-yl-ethoxy)-benzoateHCID 56830235—
SolventDichloromethaneHCID 6344—
ProductEthyl 3-[2-(1-isopropylcarbamoyl-piperidin-4-yl)-ethoxy]-benzoateHCID 66929612—

Reaction Conditions

Temperature20 °C

Reaction Steps

Ethyl 3-(2-piperidin-4-yl-ethoxy)-benzoate (1.0 g of the TFA salt, 2.6 mmol) was dissolved in DCM (10 ml), wereupon DIPEA (1.3 ml, 7.7 mmol) and isopropyl isocyanate (0.33 g, 3.8 mmol) was added. The reaction mixture was shaken overnight at 20° C. Silica gel (10 ml) was added, and the solvent removed in vacuo. Flash chromatography (EtOAc/heptan 35:65→55:45) provided 0.67 g of the title compound. LC-MS (m/z): 364 (M+2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08334305B2
Source datasetuspto-grants-2012_12
ORD IDord-4b0d84bceb20428db29ce1c8a4f24a5b
Source noteuspto-grants-2012_12