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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 645686Erstellt: 24. Oktober 2026

Water → N4-(1H-indazol-6-yl)-N2-(4-(methylthio)phenyl)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine

https://huagongshe.com/de/reaction/645686

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktWaterHCID 962—
EduktChlorotrimethylsilaneHCID 6397—
Edukt4-(Methylthio)anilineHCID 66038—
Edukt2-chloro-N-(1H-indazol-6-yl)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amineHCID 86628035—
Lösungsmittel1-ButanolHCID 263—
LösungsmittelEthyl AcetateHCID 8857—
ProduktN4-(1H-indazol-6-yl)-N2-(4-(methylthio)phenyl)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamineHCID 5758578245,5%

Reaktionsbedingungen

Temperatur116 °C

Reaktionsschritte

A mixture of 2-chloro-N-(1H-indazol-6-yl)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine (400 mg, 0.912 mmol), 4-(methylthio)aniline (0.227 mL, 1.83 mmol) and trimethylsilyl chloride (TMSCl) (0.231 mL, 1.83 mmol) in n-butyl alcohol (8 mL) was heated at 116° C. for 72 h. Water and ethyl acetate were then added. The organic phase was separated, washed with 5% NaHCO3, dried over Na2SO4, and concentrated in vacuo. The residue was dissolved in CH3CN (20 mL), and water was added to induced precipitation. The solid was collected by filtration to give N4-(1H-indazol-6-yl)-N2-(4-(methylthio)phenyl)-7-tosyl-7H-pyrrolo[2,3-d]pyrimidine-2,4-diamine (225 mg). The filtrate was also purified by HPLC to give another portion of the desired product (127 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07705004B2
Quelldatensatzuspto-grants-2010_04
ORD IDord-8a6b4e6e18b543378769ec5d14376460
Quellennotizuspto-grants-2010_04