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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2180189Generated: October 30, 2026

Trifluoroacetic acid → 3-(3,5-Dichloro-phenyl)-1-[4-(4-iodo-phenyl)-piperidin-4-ylmethyl]-1-methyl-urea

https://huagongshe.com/reaction/2180189

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantHCID 68534877HCID 68534877—
SolventDichloromethaneHCID 6344—
Product3-(3,5-Dichloro-phenyl)-1-[4-(4-iodo-phenyl)-piperidin-4-ylmethyl]-1-methyl-ureaHCID 22490367104.8%

Reaction Steps

To a solution of 4-[3-(3,5-dichloro-phenyl)-1-methyl-ureidomethyl]-4-(4-iodo-phenyl)-piperidine-1-carboxylic acid tert-butyl ester (0.218 g, 0.35 mmol) in CH2Cl2 (4.5 mL) at 0° C. was added TFA (1.5 mL, to give a 25% v/v solution). The reaction mixture was warmed to room temperature and stirred for 4 h. The solvent was removed by rotary evaporation and the residue was dissolved in EtOAc (25 mL) and washed with 10% aqueous NaHCO3 (2×25 mL). The organic extracts were dried over anhydrous Na2SO4, filtered and concentrated by rotary evaporation to give 3-(3,5-dichloro-phenyl)-1-[4-(4-iodo-phenyl)-piperidin-4-ylmethyl]-1-methyl-urea (˜0.19 g, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06887889B2
Source datasetuspto-grants-2005_05
ORD IDord-fa103b52fbd5491194ff4976bd543837
Source noteuspto-grants-2005_05