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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2378052Generated: October 29, 2026

Hydrochloric Acid → 4-{5-[1-(4-Methyl-piperazin-1-ylmethyl)-cyclopropyl]-4-phenyl-isoxazol-3-yl}-phenol

https://huagongshe.com/reaction/2378052

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
Reactant1-{1-[3-(4-Methoxymethoxy-phenyl)-4-phenyl-isoxazol-5-yl]-cyclopropylmethyl}-4-methyl-piperazineHCID 68956454—
SolventIsopropanolHCID 3776—
Product4-{5-[1-(4-Methyl-piperazin-1-ylmethyl)-cyclopropyl]-4-phenyl-isoxazol-3-yl}-phenolHCID 136389646—

Reaction Steps

To a mixture consisting of 1-{1-[3-(4-methoxymethoxy-phenyl)-4-phenyl-isoxazol-5-yl]-cyclopropylmethyl}-4-methyl-piperazine (this example, Step B) in isopropanol is added 6 N hydrochloric acid solution. The mixture is stirred at room temperature overnight. The mixture is titrated to pH 8 with an aqueous sodium hydroxide solution and is extracted with ethyl acetate. The organic layer is separated and dried over anhydrous sodium sulfate. The mixture is filtered and the filtrate is concentrated under reduced pressure. The concentrate is purified to afford the title compound 1H NMR (400 MHz, CDCl3) δ 7.40-7.20 (m, 7H), 6.70 (d, 2H), 2.45 (m, 8H), 2.25 (s, 3H), 1.05 (m, 2H), 0.78 (m, 2H); MS (EH+) m/z 390 (MH+.)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07470715B2
Source datasetuspto-grants-2008_12
ORD IDord-0a4448c9c1834f059b66be5e6d967d78
Source noteuspto-grants-2008_12