Reaktion #164996

Reaktionsgleichung

3-(3-(4-benzyloxy-benzyl)-isoxazol-5-yl)-pyridin-2-ylamine

trifluoroacetic acid

sodium hydrogencarbonate

thioanisole

→

title compound

Ausbeute 100.0%

4-(5-(2-Amino-pyridin-3-yl)isoxazol-3-ylmethyl)-phenol

Ausbeute 100.0%

Lösungsmittel

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added the reaction mixture
2. 2
   SonstigeThe organic layer was separated
3. 3
   Waschenwashed with saturated aqueous sodium chloride
4. 4
   Sonstigethe solvent was evaporated under a reduced pressure
5. 5
   SonstigeThe residue was purified by silica gel column chromatography (ethyl acetate:heptane=4:1)

Vorschrift

To a mixture of 3-(3-(4-benzyloxy-benzyl)-isoxazol-5-yl)-pyridin-2-ylamine (32 mg, 0.090 mmol) described in Example 1 and trifluoroacetic acid (1 mL) was added thioanisole (45 mg, 0.36 mmol) at room temperature, which was stirred for 2 hours at the same temperature. To a mixture of saturated aqueous sodium hydrogencarbonate solution and ethyl acetate was added the reaction mixture. The organic layer was separated and washed with saturated aqueous sodium chloride, and the solvent was evaporated under a reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:heptane=4:1) to obtain the title compound (24 mg, 100%).

Quelle