Reacción #489517

Ecuación de reacción

2-(3-fluoropyridin-4-yl)-6-(trifluoromethyl)thiazolo[5,4-b]pyridine

DMF

sodium hydride

DMF

2,2-difluoro-ethanol

DMF

→

2-[3-(2,2-difluoroethoxy)pyridin-4-yl]-6-(trifluoromethyl)thiazolo[5,4-b]pyridine

Rendimiento 77.1%

Disolventes

water

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwas added at room temperature
2. 2
   Temperaturacooled with ice
3. 3
   workup.ADDITIONNext, to this was added
4. 4
   Temperaturacool, further for 0.5 hours at room temperature
5. 5
   Extracciónthe resultant mixture was extracted with ethyl acetate
6. 6
   LavadoThe organic layer was washed with saturated saline
7. 7
   Secadodried over magnesium sulfate
8. 8
   Concentraciónconcentrated under reduced pressure

Procedimiento

To a mixture of 51 mg of sodium hydride (60% dispersion in mineral oil) and 2 ml of DMF was added at room temperature a mixture of 0.10 g of 2,2-difluoro-ethanol and 1 ml of DMF. This mixture was stirred at room temperature for 15 minutes, then, cooled with ice. Next, to this was added a mixture of 0.29 g of 2-(3-fluoropyridin-4-yl)-6-(trifluoromethyl)thiazolo[5,4-b]pyridine and 10 ml of DMF, and the resultant mixture was stirred for 0.5 hours under ice cool, further for 0.5 hours at room temperature. To the reaction mixture was added water, and the resultant mixture was extracted with ethyl acetate. The organic layer was washed with saturated saline, dried over magnesium sulfate, then, concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, to obtain 0.27 g of 2-[3-(2,2-difluoroethoxy)pyridin-4-yl]-6-(trifluoromethyl)thiazolo[5,4-b]pyridine (hereinafter, referred to as the present compound 13).

Fuente