Reaktion #8753

Reaktionsgleichung

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

potassium carbonate

2-methoxybenzylamine

→

title compound

Ausbeute 90.0%

(2-methoxy-benzyl)-[2-(3-thieno[2,3-d]isoxazol-3-yl-phenoxy)-ethyl]-amine

Ausbeute 90.0%

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturCool the reaction mixture
2. 2
   Filtrationfilter through a Waters Sep-Pak silica gel cartridge (1 g)
3. 3
   Einengenconcentrate
4. 4
   Sonstigeto give a residue
5. 5
   SonstigePurify the residue by column (10 g silica) chromatography

Vorschrift

Mix 3-[3-(2-bromo-ethoxy)-phenyl]-thieno[2,3-d]isoxazole (0.324 g, 1 mmol), potassium carbonate (0.28 g, 2 mmol), 2-methoxybenzylamine (0.686 g, 5 mmol) and acetonitrile (anhydrous, 4 mL) and heat at 75° C. for 16.5 hours. Cool the reaction mixture and filter through a Waters Sep-Pak silica gel cartridge (1 g) using ethyl acetate. Combine the appropriate fractions and concentrate to give a residue. Purify the residue by column (10 g silica) chromatography using a step gradient of 60% ethyl acetate in heptane to 100% ethyl acetate to give the title compound (342 mg, 90% Yield). Purity by LC/MS (APCI)=99%, [M+H]+=381.

Quelle