Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 412553Generated: October 30, 2026

4-(1-Tert-butoxycarbonylpyrrolidin-3-yloxy)phenoxyacetic acid → 3-[4-[5-Cyano-2-(2-hydroxyethylamino)phenylcarbamoylmethoxy]phenoxy]pyrrolidine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/412553

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(1-Tert-butoxycarbonylpyrrolidin-3-yloxy)phenoxyacetic acidHCID 18536343—
Reactant3-Amino4-(2-hydroxyethylamino)benzonitrileHCID 18536434—
SolventChloroformHCID 6212—
Product3-[4-[5-Cyano-2-(2-hydroxyethylamino)phenylcarbamoylmethoxy]phenoxy]pyrrolidine-1-carboxylic acid tert-butyl esterHCID 6969741975.6%

Reaction Steps

To a solution of 3-amino-4-(2-hydroxyethylamino)benzonitrile (1.21 g) and 4-(1-tert-butoxycarbonylpyrrolidin-3-yloxy)phenoxyacetic acid (2.30 g) in chloroform (50 ml) was added 1-ethoxycarbonyl-2-ethoxy-1,2-dihydroxyquinoline (2.19 g), and the mixture was stirred at room temperature for 15 hours. After completion of the reaction, the solvent was evaporated and the obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:4) to give the title compound (2.56 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06562828B1
Source datasetuspto-grants-2003_05
ORD IDord-479ec4dad8e14a0ba282c76192ca851c
Source noteuspto-grants-2003_05