반응 #67107

반응 방정식

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

수율 84.1%

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

수율 84.1%

용매

pyridine

pyridine

반응 조건

후처리

1. 1
   기타the layers separated
2. 2
   세척The aqueous layer was washed with additional DCM (2×15 ml)
3. 3
   기타dried (hydrophobic frit)
4. 4
   기타evaporated in vacuo
5. 5
   기타to give a brown oil
6. 6
   workup.ADDITIONwas added
7. 7
   추출15 ml DCM to extract one more time
8. 8
   기타The solvent was removed in vacuo

실험 절차

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).

출처