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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2190568Generated: October 27, 2026

3-Iodo-p-toluidine → 1-[4-(3-Iodo-4-methyl-phenylcarbamoyl)-phenyl]-piperidine-4-carboxylic acid ethyl ester

https://huagongshe.com/reaction/2190568

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Iodo-p-toluidineHCID 118889—
Reactant4-[4-(Ethoxycarbonyl)piperidin-1-YL]benzoic acidHCID 19063864—
Reactant1-[4-(3-tert-Butyl-phenylcarbamoyl)-phenyl]-piperidine-4-carboxylic acid ethyl esterHCID 59318053—
SolventDiethyl EtherHCID 3283—
Product1-[4-(3-Iodo-4-methyl-phenylcarbamoyl)-phenyl]-piperidine-4-carboxylic acid ethyl esterHCID 59317989—

Reaction Steps

1-[4-(3-Iodo-4-methyl-phenylcarbamoyl)-phenyl]-piperidine-4-carboxylic acid ethyl ester was prepared from 3-iodo-4-methyl aniline and 1-(4-carboxy-phenyl)-piperidine-4-carboxylic acid ethyl ester following a procedure similar to the one described in the synthesis of 1-[4-(3-tert-Butyl-phenylcarbamoyl)-phenyl]-piperidine-4-carboxylic acid ethyl ester above. The product was isolated after a silica gel column with a 20-50% Et2O in hexanes gradient followed by a 50% EtOAc in hexanes elution. HRMS m/z calcd for C22H25N2O3I [M+H]+: 493.0983. Found: 493.0982.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324385B2
Source datasetuspto-grants-2012_12
ORD IDord-58d942c1cc1b43cca756ea7a22aefb55
Source noteuspto-grants-2012_12