Reaktion #67107

Reaktionsgleichung

HCl

HCl

DCM

2-(methyloxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-pyridinamine

2,4-difluorobenzenesulfonyl chloride

→

title compound

Ausbeute 84.1%

2,4-Difluoro-N-[2-(methyloxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-pyridinyl]benzenesulfonamide

Ausbeute 84.1%

Lösungsmittel

pyridine

pyridine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe layers separated
2. 2
   WaschenThe aqueous layer was washed with additional DCM (2×15 ml)
3. 3
   Sonstigedried (hydrophobic frit)
4. 4
   Sonstigeevaporated in vacuo
5. 5
   Sonstigeto give a brown oil
6. 6
   workup.ADDITIONwas added
7. 7
   Extraktion15 ml DCM to extract one more time
8. 8
   SonstigeThe solvent was removed in vacuo

Vorschrift

To a stirred solution of 2-(methyloxy)-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3-pyridinamine (3 g, 12.00 mmol) in pyridine (12 ml), 2,4-difluorobenzenesulfonyl chloride (1.774 ml, 13.19 mmol) was added and the reaction mixture stirred at room temperature for 2 hours. 2 N HCl (aq) solution (20 ml) and DCM (20 ml) were added and the layers separated. The aqueous layer was washed with additional DCM (2×15 ml). Then the organic layers were combined, dried (hydrophobic frit) and evaporated in vacuo to give a brown oil. There was still some pyridine in the reaction mixture so 2M HCl was added and 15 ml DCM to extract one more time. The solvent was removed in vacuo to give the title compound as an orange solid (4.3 g).

Quelle