Réaction #8740

Équation de réaction

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

3-[3-(3-chloro-propoxy)-phenyl]-thieno[2,3-d]isoxazole

2-fluorobenzylamine

potassium carbonate

→

title compound

Rendement 94.1%

(2-fluoro-benzyl)-[3-(3-thieno[2,3-d]isoxazol-3-yl-phenoxy)-propyl]-amine

Rendement 94.1%

Solvants

acetonitrile water

Conditions de réaction

Traitement

1. 1
   TempératureCool the reaction mixture
2. 2
   Concentrationconcentrate
3. 3
   Autreto give a residue
4. 4
   AutrePurify the residue by column (silica) chromatography (ethyl acetate)
5. 5
   ConcentrationCombine the appropriate fractions and concentrate

Mode opératoire

Combine a mixture (1 mmol total) of 3-[3-(3-bromo-propoxy)-phenyl]-thieno[2,3-d]isoxazole, 3-[3-(3-chloro-propoxy)-phenyl]-thieno[2,3-d]isoxazole with 2-fluorobenzylamine (0.63 g, 5.0 mmol), potassium carbonate (0.41 g, 3.0 mmol) and a mixture of acetonitrile:water (80:20) and heat (80° C.) for 30 hours. Cool the reaction mixture and concentrate to give a residue. Purify the residue by column (silica) chromatography (ethyl acetate). Combine the appropriate fractions and concentrate to give the title compound (0.36 g, 94% Yield) as an oil. Purity by LC/MS (APCI)=100% area, [M+H]+=383 g/mol.

Source