HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
N,N-Dimethylaniline → 7-Chloro-5-[[(2,3-difluorophenyl)methyl]thio]-thiazolo[4,5-d]pyrimidin-2-amine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | N,N-Dimethylaniline | HCID 949 | — |
| Edukt | Phosphorus oxychloride | HCID 24813 | — |
| Edukt | 5-(2,3-Difluorobenzylthio)-2-aminothiazolo[4,5-d]pyrimidin-7-ol | HCID 135531169 | — |
| Produkt | 7-Chloro-5-[[(2,3-difluorophenyl)methyl]thio]-thiazolo[4,5-d]pyrimidin-2-amine | HCID 11221650 | 31% |
Reaktionsschritte
The product of step (c) (10.0 g) was suspended in phosphoryl chloride (55 ml). N,N-dimethylaniline (5.5 ml) added slowly and reaction mixture heated at reflux for 2 hours. Allowed to cool, then poured on to ice with vigorous stirring; temperature was not allowed to go above 45° C. (ice added). After approximately 20 minutes the temperature stabilized at 30° C. The solid that formed was collected by filtration and washed with water. Purified by column chromatography (EtOAc to 5% MeOH in EtOAc) to give 3.34 g of product. 31% yield.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07585867B2 |
| Quelldatensatz | uspto-grants-2009_09 |
| ORD ID | ord-a78f9fbfce444e5b9302ca7f268ac233 |
| Quellennotiz | uspto-grants-2009_09 |