Hydrochloric Acid → (E)-4-{3-amino-4-[2-(1H-indazol-3-yl)vinyl]-2-methoxyphenoxyacetyl}morpholine

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Reaction Steps

A solution of (E)-4-{4-[2-(1H-indazol-3-yl)vinyl]-2-methoxy-3-nitrophenoxyacetyl}morpholine (0.2 g, 0.46 mmol) obtained in Step 4 in ethanol (4.0 mL) was ice-cooled and the solution was added with tin (0.16 g, 1.4 mmol) and concentrated hydrochloric acid (2.0 mL), followed by stirring at room temperature for 3 hours. To the reaction mixture under ice-cooling, 6 mol/L sodium hydroxide was added to neutralize the mixture. Then, the obtained solid was filtered. The filtrate was added with saturated aqueous sodium hydrogencarbonate solution and extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried over anhydrous magnesium sulfate and the solvent was evaporated under reduced pressure to obtain (E)-4-{3-amino-4-[2-(1H-indazol-3-yl)vinyl]-2-methoxyphenoxyacetyl}morpholine (0.17 g, 93%).

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