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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 645704Erstellt: 25. Oktober 2026

Tetravinylstannane → 2-chloro-N-(1H-indazol-6-yl)-5-vinyl-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine

https://huagongshe.com/reaction/645704

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTetravinylstannaneHCID 66189—
Edukt2-chloro-N-(1H-indazol-6-yl)-5-iodo-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amineHCID 86628040—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelDimethylformamideHCID 6228—
Produkt2-chloro-N-(1H-indazol-6-yl)-5-vinyl-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amineHCID 8662804129,6%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

To a solution of 2-chloro-N-(1H-indazol-6-yl)-5-iodo-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine (0.45 g, 0.8 mmol) in dimethylformamide (2.0 mL) was added tetravinyltin (0.29 mL, 1.6 mmol) and tetrakis(triphenylphosphine)palladium(0) (Pd(PPh3)4) (0.092 g, 0.08 mmol). After degassing, the mixture was heated at 60° C. for 15 h. before it was diluted with EtOAc, and washed sequentially with Sat. NaHCO3 and brine. The organic extract was dried over Na2SO4 and concentrated to give a crude residue. Purification by flash column chromatography (Hexane/EtOAc=1:1) gave 2-chloro-N-(1H-indazol-6-yl)-5-vinyl-7-tosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine (0.11 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07705004B2
Quelldatensatzuspto-grants-2010_04
ORD IDord-f5ee33c6b49a4a03a14cc86261f53e97
Quellennotizuspto-grants-2010_04