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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 510110Erstellt: 26. Oktober 2026

2-Chloro-7H-pyrrolo[2,3-d]pyrimidine → HCID 66614193, Verbindung

https://huagongshe.com/reaction/510110

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-Chloro-7H-pyrrolo[2,3-d]pyrimidineHCID 5706774—
Edukt5-Fluoro-1-(2-fluorobenzyl)-3-iodo-1H-pyrazolo[3,4-b]pyridineHCID 58065602—
EduktHCID 178448238HCID 178448238—
KatalysatorHCID 178418397HCID 178418397—
Lösungsmittel1,4-DioxaneHCID 31275—
ProduktHCID 66614193HCID 66614193—

Reaktionsschritte

Under an argon atmosphere, 2.000 g (5.389 mmol) of the compound from example 24A were dissolved in 200 ml of 1,4-dioxane, and 9.378 g (16.167 mmol) of hexabutyldistannane were added. Added to the mixture were 2.000 g (1.731 mmol) of tetrakis(triphenylphosphine)palladium(0) and 0.910 g (5.928 mmol) of 2-chloro-7H-pyrrolo[2,3-d]pyrimidine (described in Bioorg. Med. Chem. 17(19), 6926-6936; 2009). The mixture was heated to reflux for 60 h. After cooling, the reaction mixture was filtered through Celite and the filtrate was concentrated on a rotary evaporator. The residue was stirred successively with ethyl acetate, acetonitrile and dimethyl sulfoxide. Subsequently, the residue was dissolved in trifluoroacetic acid, and acetonitrile and water were added until slight turbidity. The mixture was filtered and the filtrate was concentrated on a rotary evaporator and the residue was dried under high vacuum. 161 mg (8% of theory) of the title compound were obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09096592B2
Quelldatensatzuspto-grants-2015_08
ORD IDord-764991be8e434bd8a4cf8f0ea7c7308d
Quellennotizuspto-grants-2015_08