HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-{5-[1-(4-Methyl-piperazin-1-ylmethyl)-cyclopropyl]-4-phenyl-isoxazol-3-yl}-phenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1-{1-[3-(4-Methoxymethoxy-phenyl)-4-phenyl-isoxazol-5-yl]-cyclopropylmethyl}-4-methyl-piperazine | HCID 68956454 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | 4-{5-[1-(4-Methyl-piperazin-1-ylmethyl)-cyclopropyl]-4-phenyl-isoxazol-3-yl}-phenol | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07470715B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-0a4448c9c1834f059b66be5e6d967d78 |
| Source note | uspto-grants-2008_12 |