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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1642214Generated: November 1, 2026

Water → N-[2-(2,4-Dichlorophenoxy)phenyl]piperidine-4-carboxamide

https://huagongshe.com/reaction/1642214

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTrifluoroacetic acidHCID 6422—
ReactantPotassium CarbonateHCID 11430—
Reactant4-[2-(2,4-Dichlorophenoxy)-phenylcarbamoyl]piperidine-1-carboxylic acid tert-butyl esterHCID 15951869—
SolventDichloromethaneHCID 6344—
SolventEthyl AcetateHCID 8857—
ProductN-[2-(2,4-Dichlorophenoxy)phenyl]piperidine-4-carboxamideHCID 57550293—

Reaction Conditions

Temperature0 °C

Reaction Steps

4-[2-(2,4-Dichloro-phenoxy)-phenylcarbamoyl]-piperidine-1-carboxylic acid tert-butyl ester (AMR01046, 1.0 g, 2.15 mmol) was dissolved in DCM (20 ml), and cooled to 0° C. and to this was added TFA (5 ml). This was allowed to warm to room temperature and stirred for 30 min. The reaction mixture was poured onto solid potassium carbonate (12 g), and water (50 ml) added. Extracted with DCM and the organic layers dried over anhydrous magnesium sulphate, and evaporated in-vacuo, to afford a cream oil, 0.77 g, 98%. R.f. 0.2 (EtOAc) 1HNMR (CDCl3, 300 MHz) δ 1.72 (2H, m, CH2), 1.87 (2H, m, CH2), 2.39 (1H, m, CH), 2.68 (2H, td, J=2.7, 12.3 Hz, CH2), 3.16 (2H, dt, J=3.6, 7.2, 12.6 Hz, CH2), 6.66 (1H, dd, J=1.5, 8.1 Hz, ArH), 6.87 (1H, d, J=8.7 Hz, ArH), 6.94 (1H, td, J=1.8, 8.1 Hz, ArH), 7.07 (1H, td, J=1.2, 7.8 Hz, ArH), 7.15 (1H, dd, J=2.7, 9.0 Hz, ArH), 7.43 (1H, d, J=2.4 Hz, ArH), 8.34 (1H, dd, J=6.9 Hz, ArH).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08119627B2
Source datasetuspto-grants-2012_02
ORD IDord-ba497996cc6245ec80971258839ca8a9
Source noteuspto-grants-2012_02