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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2288993Generated: October 30, 2026

Diisopropylethylamine → 2-(5-{2-[4-(4-Ethoxymethyl-5-phenyl-oxazol-2-yl)-piperidin-1-yl]-ethyl}-2-methoxy-benzenesulfonylamino)-acetamide

https://huagongshe.com/reaction/2288993

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantLithium BromideHCID 82050—
Reactant4-(4-Ethoxymethyl-5-phenyl-oxazol-2-yl)-piperidineHCID 18700423—
Reactant2-[5-(2-Chloro-ethyl)-2-methoxy-benzenesulfonylamino]-acetamideHCID 18700460—
Solvent1,4-DioxaneHCID 31275—
Product2-(5-{2-[4-(4-Ethoxymethyl-5-phenyl-oxazol-2-yl)-piperidin-1-yl]-ethyl}-2-methoxy-benzenesulfonylamino)-acetamideHCID 18700457—

Reaction Conditions

Temperature100 °C

Reaction Steps

4-(4-ethoxymethyl-5-phenyl-oxazol-2-yl)-piperidine (450 mg, 1.4 mmol), prepared as in Intermediate 4, and 2-[5-(2-chloro-ethyl)-2-methoxy-benzenesulfonylamino]-acetamide (644 mg), prepared as in Intermediate 6, LiBr (182 mg), and diisopropyl ethylamine (0.73 mL) in dioxane (15 mL) is stirred at 100° C. for 18 h. The solvent is evaporated and the residue purified by chromatography on silica using 3% MeOH:CHCl3 as eluent to afford the product as a white foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06090825
Source datasetuspto-grants-2000_07
ORD IDord-5bb2b484cbf84aa38ecfc1e74a9963ff
Source noteuspto-grants-2000_07