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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 335272Erstellt: 24. Oktober 2026

Dichloromethane → N-(2-Fluoro-5-(2-(4-methylpiperazin-1-yl)benzylcarbamoyl)phenyl)-7-(1-methyl-1H-pyrazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamide

https://huagongshe.com/de/reaction/335272

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDichloromethaneHCID 6344—
EduktCesium carbonateHCID 10796—
Edukt1-Methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazoleHCID 2773987—
Edukt7-Bromo-N-(2-fluoro-5-(2-(4-methylpiperazin-1-yl)benzylcarbamoyl)phenyl)imidazo[1,2-a]pyridine-3-carboxamideHCID 71283095—
KatalysatorBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
LösungsmittelWaterHCID 962—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
ProduktN-(2-Fluoro-5-(2-(4-methylpiperazin-1-yl)benzylcarbamoyl)phenyl)-7-(1-methyl-1H-pyrazol-4-yl)imidazo[1,2-a]pyridine-3-carboxamideHCID 71283574—

Reaktionsschritte

A mixture comprising 7-bromo-N-(2-fluoro-5-(2-(4-methylpiperazin-1-yl)benzylcarbamoyl)phenyl)imidazo[1,2-a]pyridine-3-carboxamide (Ex 1.1, step 1) (100 mg, 0.177 mmol) and cesium carbonate (230 mg, 0.707 mmol) in DME (2.5 ml) and water (1 ml) under nitrogen was treated with 1-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole followed by PdCl2(dppf).CH2Cl2 adduct (7.22 mg, 8.84 μmol) and heated using microwave radiation at 100° C. for 1 hr. After cooling to RT, the reaction mixture was partitioned between water (4 ml) and EtOAc (10 ml)/MeOH (1 ml). The organic portion was separated, dried (MgSO4) and concentrated in vacuo. Purification by chromatography on silica eluting with 0-20% MeOH in DCM followed by trituration of the resulting solid with EtOAc afforded the title compound;

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08883819B2
Quelldatensatzuspto-grants-2014_11
ORD IDord-b065cdb5aa014972b527bf143c6adf2b
Quellennotizuspto-grants-2014_11