HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
4-Toluenesulfonyl chloride → 5-Bromo-4-Chloro-7-Tosyl-7H-Pyrrolo[2,3-D]Pyrimidine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| Edukt | Sodium Hydroxide | HCID 14798 | — |
| Edukt | 5-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine | HCID 5380710 | — |
| Lösungsmittel | Acetone | HCID 180 | — |
| Produkt | 5-Bromo-4-Chloro-7-Tosyl-7H-Pyrrolo[2,3-D]Pyrimidine | HCID 57750282 | 99% |
Reaktionsschritte
5-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidine (Intermediate 50) (2 g, 8.60 mmol) and p-toluenesulfonyl chloride (1.640 g, 8.60 mmol) was taken up in acetone (12 mL) and stirred under nitrogen and cooled to between −5° C. and 5° C. To this solution was added 2.0M NaOH solution (5.50 mL, 10.99 mmol) while maintaining the internal temperature at less than 5° C. The reaction was allowed to warm to room temperature and stirred for 1 hour. The white solid was filtered off and washed well with acetone to afford 5-bromo-4-chloro-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine (3.28 g, 99%) as a pale cream solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08101623B2 |
| Quelldatensatz | uspto-grants-2012_01 |
| ORD ID | ord-45c9b267ca0e4defbb32d5116da05eb0 |
| Quellennotiz | uspto-grants-2012_01 |