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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1969264Generated: October 30, 2026

4-(2-Propyn-1-yl)morpholine → {4-[3-(2-Cyclohexyl-ethoxy)-5-(3-morpholin-4-yl-prop-1-ynyl)-phenylsulfanyl]-2-methyl-phenoxy}-acetic Acid Ethyl Ester

https://huagongshe.com/reaction/1969264

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(2-Propyn-1-yl)morpholineHCID 412941—
Reactant{4-[3-Bromo-5-(2-cyclohexyl-ethoxy)phenylsulfanyl]-2-methyl-phenoxy}-acetic acid ethyl esterHCID 57791911—
Reactant{4-[3-[2-(4-Chloro-phenyl)-ethoxy]-5-(4-hydroxymethyl-phenylethynyl)-phenylsulfanyl]-2-methylphenoxy}-acetic acid ethyl esterHCID 67024299—
Product{4-[3-(2-Cyclohexyl-ethoxy)-5-(3-morpholin-4-yl-prop-1-ynyl)-phenylsulfanyl]-2-methyl-phenoxy}-acetic Acid Ethyl EsterHCID 67171335—

Reaction Steps

The title product was prepared from {4-[3-Bromo-5-(2-cyclohexyl-ethoxy)-phenyl-sulfanyl]-2-methyl-phenoxy}-acetic acid ethyl ester (300 mg; 0.59 mmol) and 4-prop-2-ynyl-morpholine (222.0 mg; 1.77 mmol) applying the procedure described for {4-[3-[2-(4-Chlorophenyl)-ethoxy]-5-(4-hydroxymethyl-phenylethynyl)-phenylsulfanyl]-2-methyl-phenoxy}-acetic acid ethyl ester. The crude product was purified by preparative HPLC (method B). Yield: 200 mg (30%). HPLC-MS: m/z: 551.8 (M)+; Rt: 2.35 min

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08426473B2
Source datasetuspto-grants-2013_04
ORD IDord-17a1f88d837c44fa997f7864dbf7ab69
Source noteuspto-grants-2013_04