Reaktion #86199

Reaktionsgleichung

6-(6-methylpyrazin-2-yl)-1H-pyrazolo[4,3-c]pyridine

sodium hydride

2,6-difluoro-3-(trifluoromethyl)pyridine

→

1-[6-fluoro-5-(trifluoromethyl)-2-pyridyl]-6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridine

Lösungsmittel

Dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGThe reaction was stirred
2. 2
   workup.STIRRINGstirred for 4 hours
3. 3
   SonstigeThe mixture was quenched with water
4. 4
   Extraktionextracted with EtOAc
5. 5
   WaschenThe organic layer was washed with brine
6. 6
   Einengenconcentrated
7. 7
   SonstigeThe residue was purified on silica
8. 8
   Wascheneluted with 0 to 100% EtOAc in Heptane

Vorschrift

To a mixture of 6-(6-methylpyrazin-2-yl)-1H-pyrazolo[4,3-c]pyridine (1.008 mmol; 213.0 mg) in Dimethylformamide (10 mL) at 0° C. was added sodium hydride (60% in mineral oil; 1.210 mmol; 48.40 mg). The resulting mixture was stirred for 10 min. 2,6-difluoro-3-(trifluoromethyl)pyridine (1.008 mmol; 184.6 mg) was then added. The reaction was stirred and allowed to warm to room temperature and stirred for 4 hours. The mixture was quenched with water, and extracted with EtOAc. The organic layer was washed with brine, and then concentrated. The residue was purified on silica eluted with 0 to 100% EtOAc in Heptane. 1-[6-fluoro-5-(trifluoromethyl)-2-pyridyl]-6-(6-methylpyrazin-2-yl)pyrazolo[4,3-c]pyridine was obtained as the most abundant isomer (173.6 mg, 46%).

Quelle