Reacción #8774

Ecuación de reacción

3-[3-(2-bromo-ethoxy)-phenyl]-thieno[2,3-d]isoxazole

potassium carbonate

4-methylpiperidine

→

title compound

Rendimiento 96.3%

3-{3-[2-(4-methyl-piperidin-1-yl)-ethoxy]-phenyl}-thieno[2,3-d]isoxazole

Rendimiento 96.3%

Disolventes

acetonitrile

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaCool the reaction mixture
2. 2
   Filtraciónfilter through a Waters Sep-Pak 1 g silica cartridge (ethyl acetate)
3. 3
   ConcentraciónCombine the appropriate fractions and concentrate
4. 4
   Otroto give a residue
5. 5
   OtroPurify the residue by column (10 g silica) chromatography

Procedimiento

Mix 3-[3-(2-bromo-ethoxy)-phenyl]-thieno[2,3-d]isoxazole (0.250 g, 0.77 mmol), potassium carbonate (0.22 g, 1.59 mmol), 4-methylpiperidine (0.382 g, 3.85 mmol) and acetonitrile (4.0 mL) and heat at 75° C., overnight. Cool the reaction mixture and filter through a Waters Sep-Pak 1 g silica cartridge (ethyl acetate). Combine the appropriate fractions and concentrate to give a residue. Purify the residue by column (10 g silica) chromatography using a solvent gradient of dichloromethane to 10% methanol in dichloromethane to obtain the title compound (0.254 g, 96% Yield) as an amber oil. Purity by LC/MS (APCI)=99%, [M+H]+=343.

Fuente