HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium Carbonate → 1-(3-Aminophenyl)2-[4-(2-methyl-5-quinolinyl)-1-piperazinyl]ethanol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | 2-Bromo-1-(3-nitrophenyl)ethan-1-one | HCID 75213 | — |
| Edukt | Sodium borohydride | HCID 4311764 | — |
| Edukt | 2-Methyl-5-piperazin-1-yl-quinoline | HCID 49851901 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 1-(3-Aminophenyl)2-[4-(2-methyl-5-quinolinyl)-1-piperazinyl]ethanol | HCID 57444281 | 55% |
Reaktionsschritte
Sodium carbonate (1.5 eq) and 2-bromo-1-(3-nitrophenyl)ethanone (1.5 eq) were added to a stirred solution of 2-methyl-5-(1-piperazinyl)quinoline (D3) (1 eq) in tetrahydrofuran at room temperature under an inert atmosphere, and the reaction was left under stirring for 1 h. The solution was then diluted with MeOH, NaBH4 (2 eq) was added and the reaction was left under stirring for 1 h. The solvent was removed under reduced pressure. The crude material was purified on SPE cartridge (SCX) using as eluant a gradient from MeOH to MeOH:CH2Cl2 (1:1) and then 2M NH3 in MeOH affording an intermediate which was reduced following a similar procedure to D6 to give the title compound in 55% yield.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07732600B2 |
| Quelldatensatz | uspto-grants-2010_06 |
| ORD ID | ord-59b1fdf8d14e4ce3af11003141c21abf |
| Quellennotiz | uspto-grants-2010_06 |