Sodium Iodide → HCID 68999231, compound

Participants

Reaction Conditions

Reaction Steps

A solution of (E)-N-(3-(3-chloropropoxy)-2-methoxy-6-{2-[1-(3-methylthiophene-2-carbonyl)-1H-indazol-3-yl]vinyl}phenyl)-3-methylthiophene-2-carboxamide (0.30 g, 0.49 mmol) obtained in Step 4 in N,N-dimethylacetamide (6.0 mL) was added with 2-(ethylamino)ethanol (0.97 mL, 9.9 mmol) and sodium iodide (0.11 g, 0.74 mmol), followed by stirring at 90° C. for 3.0 hours. After cooling the reaction mixture to room temperature, aqueous sodium hydroxide solution (2.0 mol/L, 3.0 mL) was added and the mixture was stirred for 1.0 hour. The mixture was added with water and extracted with ethyl acetate. The organic layer was concentrated under reduced pressure and the residue was purified by silica gel column chromatography [amino-silica gel chromatorex (trade mark) NH, manufactured by Fuji Silysia; hexane/ethyl acetate=60/40 to ethyl acetate] and crystallized from hexane/ethyl acetate (1/1) to obtain Compound 339 (91 mg, 34%).

Provenance & Evidence