Reaktion #217627

Reaktionsgleichung

4-bromo-N-[5-(cis-3,5-dimethyl-1-piperazinyl)-2-(methyloxy)phenyl]-2-fluorobenzenesulfonamide

(4-methyl-2-thienyl)boronic acid

potassium tert-butoxide

→

title compound

N-[5-(cis-3,5-Dimethyl-1-piperazinyl)-2-(methyloxy)phenyl]-2-fluoro-4-(4-methyl-2-thienyl)benzenesulfonamide

Lösungsmittel

DME

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe resulting mixture was then evaporated in vacuo
2. 2
   Sonstigepurified
3. 3
   Wascheneluting with methanol
4. 4
   Sonstigeevaporated in vacuo
5. 5
   Sonstigethe residue purified further by mass

Vorschrift

To a mixture of 4-bromo-N-[5-(cis-3,5-dimethyl-1-piperazinyl)-2-(methyloxy)phenyl]-2-fluorobenzenesulfonamide (E103) (100 mg, 0.21 mmol) and (4-methyl-2-thienyl)boronic acid (60 mg, 0.42 mmol) in DME (3 ml) was added potassium tert-butoxide (220 mg, 1.96 mmol) and tetrakis(triphenylphosphine)palladium(0) (15 mg, 0.01 mmol) in water (1 ml) and the resulting mixture stirred in a microwave (set at high absorbance) at 100° C. for 30 minutes. The resulting mixture was then evaporated in vacuo and purified using an SCX cartridge eluting with methanol followed by ammonia (2M in methanol) The appropriate fractions were combined and evaporated in vacuo and the residue purified further by mass directed autoprep HPLC to afford the title compound (E110). MS (ES+) m/e 490 [M+H]+.

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