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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1182138Generated: November 2, 2026

Acetic Anhydride → acetic acid (S)-4-[3-(4-chloro-phenoxy)-azetidin-1-yl]-2-[3-(3,5-dimethoxy-phenyl)-ureido]-butyl ester

https://huagongshe.com/reaction/1182138

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantTriethylamineHCID 8471—
Reactant1-[(S)-3-[3-(4-chloro-phenoxy)-azetidin-1-yl]-1-hydroxymethyl-propyl)-3-(3,5-dimethoxy-phenyl)-ureaHCID 10238445—
SolventDichloromethaneHCID 6344—
Productacetic acid (S)-4-[3-(4-chloro-phenoxy)-azetidin-1-yl]-2-[3-(3,5-dimethoxy-phenyl)-ureido]-butyl esterHCID 10128172—

Reaction Steps

A solution of 1-{(S)-3-[3-(4-chloro-phenoxy)-azetidin-1-yl]-1-hydroxymethyl-propyl}-3-(3,5-dimethoxy-phenyl)-urea (0.05 g, 0.111 mmol) and triethylamine (0.031 ml, 0.222 mmol) in DCM (3 ml) is treated with acetic anhydride and left to stir at room temperature for 3 hours. The reaction mixture is partitioned between DCM and water. The organic phase is washed with sodium bicarbonate solution, dried over magnesium sulphate and evaporated to afford acetic acid (S)-4-[3-(4-chloro-phenoxy)-azetidin-1-yl]-2-[3-(3,5-dimethoxy-phenyl)-ureido]-butyl ester. [M+H] 492.08

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07288537B2
Source datasetuspto-grants-2007_10
ORD IDord-3c9ec38c96e1442eb84456a66a9eb8b3
Source noteuspto-grants-2007_10