HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Triphenylphosphine → 5-methyl-3-{3-[5-(4-methylpiperazin-1-yl)pyrimidin-2-yl]benzyl}-3H-oxazolo[4,5-b]pyridin-2-one
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | Di-tert-butyl azodicarboxylate | HCID 97268 | — |
| Edukt | 5-Methyloxazolo[4,5-b]pyridin-2(3H)-one | HCID 10012075 | — |
| Edukt | {3-[5-(4-Methylpiperazin-1-yl)pyrimidin-2-yl]phenyl}methanol | HCID 59484860 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 5-methyl-3-{3-[5-(4-methylpiperazin-1-yl)pyrimidin-2-yl]benzyl}-3H-oxazolo[4,5-b]pyridin-2-one | HCID 58486104 | — |
Reaktionsschritte
67 mg (0.44 mmol) of 5-methyl-3H-oxazolo[4,5-b]pyridin-2-one and 125 mg (0.44 mmol) of {3-[5-(4-methylpiperazin-1-yl)pyrimidin-2-yl]phenyl}methanol are suspended in 5 ml of DMF with 222 mg (0.67 mmol) of polymer-bound triphenylphosphine (about 3 mmol of triphenylphosphine per g), and the mixture is shaken at room temperature for 30 min. 156 mg (0.67 mmol) of di-tert-butyl azodicarboxylate are added. The reaction mixture is shaken at room temperature for 15 h. The reaction mixture is filtered, the residue is evaporated, and the residue is purified by column chromatography on silica gel, giving 67 mg of “A125”; HPLC: Rt=2.26 min (method B); ESI: 418 (M+H);
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08071593B2 |
| Quelldatensatz | uspto-grants-2011_12 |
| ORD ID | ord-51384a395767447e990e66c19e294b6d |
| Quellennotiz | uspto-grants-2011_12 |