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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 423078Erstellt: 26. Oktober 2026

4-Toluenesulfonyl chloride → 5-Bromo-4-Chloro-7-Tosyl-7H-Pyrrolo[2,3-D]Pyrimidine

https://huagongshe.com/reaction/423078

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt4-Toluenesulfonyl chlorideHCID 7397—
EduktSodium HydroxideHCID 14798—
Edukt5-Bromo-4-chloro-7H-pyrrolo[2,3-d]pyrimidineHCID 5380710—
LösungsmittelAcetoneHCID 180—
Produkt5-Bromo-4-Chloro-7-Tosyl-7H-Pyrrolo[2,3-D]PyrimidineHCID 5775028299%

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

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08101623B2
Quelldatensatzuspto-grants-2012_01
ORD IDord-45c9b267ca0e4defbb32d5116da05eb0
Quellennotizuspto-grants-2012_01