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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2362195Generated: November 4, 2026

p-Toluenesulfonic acid → HCID 67176599, compound

https://huagongshe.com/reaction/2362195

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantMethyl propionateHCID 11124—
Reactant4-amino-3-methylbenzamideHCID 12118057—
ReactantHCID 67177553HCID 67177553—
SolventEthanolHCID 702—
SolventDichloromethaneHCID 6344—
ProductHCID 67176599HCID 67176599—

Reaction Steps

Synthesis of 3-[1-carbamoyl-2-methyl-phenyl)-5-(4-carbamoyl-phenyl)-1H-pyrrole-2-yl]-propanoic acid methyl ester. 4-amino-3-methyl benzamide (20 mg, 0.13 mmol) was added to 7-(4-carbamoyl-phenyl)-4,7-dioxo-heptanoic acid ethyl ester mixture (˜0.11 mmol) in EtOH, followed by the addition of p-toluenesulfonic acid (2 mg, 0.01 mmol). The resultant mixture was heated at 80° C. for 12 hours. The residue of the crude reaction mixture was dissolved in dichloromethane and then purified by silica-gel chromatography using 5% methanol in chloroform as the solvent system (5 mg; product: 3-[1-carbamoyl-2-methyl-phenyl)-5-(4-carbamoyl-phenyl)-1H-pyrrole-2-yl]-propanoic acid methyl ester).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691816B2
Source datasetuspto-grants-2014_04
ORD IDord-81123ef168cf4f75b1b66f110553bdb7
Source noteuspto-grants-2014_04