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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1055669Erstellt: 25. Oktober 2026

Cesium carbonate → 3-tert-Butyl-N-(3-{[1-(2,2-diethoxyethyl)-1'-(4-methoxybenzyl)-1H,1'H-3,4'-bipyrazol-5-yl]amino}-4-methylphenyl)benzamide

https://huagongshe.com/reaction/1055669

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCesium carbonateHCID 10796—
Edukt1,1'-(9,9-Dimethyl-9H-xanthene-4,5-diyl)bis(1,1-diphenylphosphine)HCID 636044—
Edukt1-(2,2-Diethoxyethyl)-1'-(4-methoxybenzyl)-1H,1'H-3,4'-bipyrazol-5-amineHCID 86690960—
EduktN-(3-Bromo-4-methylphenyl)-3-tert-butylbenzamideHCID 86690964—
Katalysatorpalladium(II) acetateHCID 167845—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt3-tert-Butyl-N-(3-{[1-(2,2-diethoxyethyl)-1'-(4-methoxybenzyl)-1H,1'H-3,4'-bipyrazol-5-yl]amino}-4-methylphenyl)benzamideHCID 89699906—

Reaktionsbedingungen

Temperatur150 °C

Reaktionsschritte

200 mg (0.44 mmol, purity 85%) of the compound from Example 2A and 199 mg (0.57 mmol) of the compound of Example 46A in 2.18 ml of 1,4-dioxane were degassed with argon. 9.9 mg (0.044 mmol) of palladium(II) acetate, 38.3 mg (0.066 mmol) of xantphos and 431 mg (1.32 mmol) of caesium carbonate were added and the mixture was heated in a microwave oven (Biotage Initiator, with Dynamic Field Tuning) at 150° C. for 30 min. The reaction was then filtered through kieselguhr and the filtrate was concentrated. The residue was subjected to flash-chromatography on silica gel (mobile phase dichloromethane/ethyl acetate 1:1). The product fractions were concentrated under reduced pressure and the residue was dried. This gave 180 mg (63% of theory) of the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09394309B2
Quelldatensatzuspto-grants-2016_07
ORD IDord-756f2d63695e467f961867c24c10b138
Quellennotizuspto-grants-2016_07