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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1888249Erstellt: 26. Oktober 2026

Potassium Carbonate → 5-{3-[(methylsulfonyl)amino]phenyl}-3-(1-{[3-(1-pyrrolidinyl)propyl]sulfonyl}-4-piperidinyl)-1H-indazole-7-carboxamide

https://huagongshe.com/reaction/1888249

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt3-Methylsulfonylaminophenylboronic acidHCID 2773535—
Edukt5-bromo-3-(1-{[3-(1-pyrrolidinyl)propyl]sulfonyl}-4-piperidinyl)-1H-indazole-7-carboxamideHCID 178513509—
KatalysatorHCID 178418397HCID 178418397—
Lösungsmittel1,4-Dioxane--water (1/1)HCID 21886435—
Produkt5-{3-[(methylsulfonyl)amino]phenyl}-3-(1-{[3-(1-pyrrolidinyl)propyl]sulfonyl}-4-piperidinyl)-1H-indazole-7-carboxamideHCID 17850501218%

Reaktionsschritte

Following the general procedure of Example 66, a mixture of 5-bromo-3-(1-{[3-(1-pyrrolidinyl)propyl]sulfonyl}-4-piperidinyl)-1H-indazole-7-carboxamide (Intermediate 27) (24 mg, 0.048 mmols), {3-[(methylsulfonyl)amino]phenyl}boronic acid (31 mg, 0.144 mmols), potassium carbonate (40 mg), and Pd(PPh3)4 (3 mg) in dioxane/water (3/1, 4 mL) was reacted. The reaction mixture was concentrated, redissolved in methylene chloride and filtered. The filtrate was concentrated and the residue was purified by using a Gilson semi-preparative HPLC system, eluting with 10% B to 80% B, where A=H2O (0.1% trifluoroacetic acid) and B=CH3CN (0.1% trifluoroacetic acid) pumped at 25 mL/min to give the title compound (5 mg, 18%)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08501780B2
Quelldatensatzuspto-grants-2013_08
ORD IDord-63b123b10ca94cb29e9a36ae0c90af9c
Quellennotizuspto-grants-2013_08