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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1384505Generated: November 2, 2026

4-Formylbenzoic acid → 3-[2-(Benzofuran-2-ylmethoxycarbonylamino)-2-(1-phenyl-ethylcarbamoyl)-propyl]-indole-1-carboxylic acid 4-formylbenzoyloxymethyl ester

https://huagongshe.com/reaction/1384505

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Formylbenzoic acidHCID 12088—
Reactant3-[2-(Benzofuran-2-ylmethoxycarbonylamino)-2-(1-phenyl-ethylcarbamoyl)propyl]-indol-1-carboxylic acid iodomethyl esterHCID 20669923—
CatalystSilverHCID 23954—
SolventTolueneHCID 1140—
Product3-[2-(Benzofuran-2-ylmethoxycarbonylamino)-2-(1-phenyl-ethylcarbamoyl)-propyl]-indole-1-carboxylic acid 4-formylbenzoyloxymethyl esterHCID 2066991780.4%

Reaction Steps

Compound 7 (1.7 g, 2.5 mmol) and the silver salt of 4-carboxybenzaldehyde (1.29 g, 5.0 mmol) in dry toluene (50 mL) was refluxed for 30 minutes to give a yellow suspension. The solid was removed by filtration through celite, and the solid cake was washed with toluene. The filtrate was concentrated to give a syrup, which was purified by silica gel column eluting with CHCl3 to give compound 19 as a white foam (1.41 g, 80%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06258800B1
Source datasetuspto-grants-2001_07
ORD IDord-729d1986d0a54499bf598fdba7bd9428
Source noteuspto-grants-2001_07