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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1961502Erstellt: 27. Oktober 2026

Potassium Carbonate → 3-[[4-(Methylsulfonyl)phenyl]amino]-1-phenyl-1H-pyrazole-4-carboxamide

https://huagongshe.com/reaction/1961502

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt1-Bromo-4-(methylsulphonyl)benzeneHCID 77014—
Edukt3-amino-1-phenyl-1H-pyrazole-4-carboxamideHCID 8831909—
Edukt2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
LösungsmittelEthanolHCID 702—
Produkt3-[[4-(Methylsulfonyl)phenyl]amino]-1-phenyl-1H-pyrazole-4-carboxamideHCID 44626207—

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

3-amino-1-phenyl-1H-pyrazole-4-carboxamide (50 mg, 0.247 mmol), 4-bromophenyl methyl sulfone (58.1 mg, 0.247 mmol), Pd2 dba3 (22.64 mg, 0.025 mmol), K2CO3 (37.6 mg, 0.272 mmol) and X-Phos (58.9 mg, 0.124 mmol) were added to a 5 mL microwave vial. Degassed EtOH (0.75 mL) was added and the vial evacuated and back-filled with N2 (×3). The resulting mixture was stirred at 100° C. for 4 hours. Room temperature was attained, MeOH was added and the solvent removed in vacuo while loading onto silica. Purification of the residue by MPLC (0-6% MeOH—CHCl3) gave 3-{[4-(methylsulfonyl)phenyl]amino}-1-phenyl-1H-pyrazole-4-carboxamide as a pale yellow solid after triturating in DCM.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08415346B2
Quelldatensatzuspto-grants-2013_04
ORD IDord-35ec93f96f584bbd9103b8af9f73aa1d
Quellennotizuspto-grants-2013_04