4-(2-甲氧基乙氧基)-3-(三氟甲基)苯胺

反应条件: temp:0.00; pressure:0.00; stir:

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 4-(2-Methoxyethoxy)-3-(trifluoromethyl)aniline (540 mg, 2.29 mmol) was dissolved in 1,1,2-trichloroethane (5 mL), and carbonyldiimidazole (409 mg) was added thereto under ice-cooling, followed by stirring for 30 minutes. Then, THF (10 mL) and 4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)aniline (517 mg, 2.29 mmol) were added thereto, followed by stirring at room temperature for 20 hours. The reaction solution was partitioned between ethyl acetate (10 mL) and water (20 mL). The organic layer was washed with saturated brine and concentrated under reduced pressure. The residue was purified by silica-gel column chromatography (ethyl acetate) to give 1-[4-(2-methoxyethoxy)-3-(trifluoromethyl)phenyl]-3-[4-(1H-pyrrolo[2,3-b]pyridin-4-yloxy)phenyl]urea (880 mg, 79%) as colorless crystals. under ice-cooling by stirring at room temperature for 20 hours The reaction solution was partitioned between ethyl acetate (10 mL) and water (20 mL) The organic layer was washed with saturated brine concentrated under reduced pressure The residue was purified by silica-gel column chromatography (ethyl acetate)

反应条件: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: 2-Methoxyethanol (219 mg, 2.88 mmol) was dissolved in THF (6 mL), and sodium hydride (60%, 39 mg, 0.96 mmol) was added thereto. The mixture was stirred at room temperature for 10 minutes, and 2-fluoro-5-nitrobenzotrifluoride (200 mg, 0.96 mmol) was added thereto. The resulting mixture was heated at 60° C. for 5 hours. The reaction solution was poured in a saturated sodium bicarbonate solution and extracted with ethyl acetate and washed with saturated brine. To the organic layer, 10% palladium carbon (20 mg) and methanol (2 mL) were added. The resulting mixture was stirred under hydrogen atmosphere at atmospheric pressure at room temperature for 16 hours. The catalyst was removed by filtration, and the filtrate was concentrated. The residue was purified by silica-gel column chromatography (n-hexane:ethyl acetate=5:1) to give the desired material (170 mg, yield: 76%) as a yellow oil. The resulting mixture was heated at 60° C. for 5 hours extracted with ethyl acetate washed with saturated brine To the organic layer, 10% palladium carbon (20 mg) and methanol (2 mL) were added The resulting mixture was stirred under hydrogen atmosphere at atmospheric pressure at room temperature for 16 hours The catalyst was removed by filtration the filtrate was concentrated The residue was purified by silica-gel column chromatography (n-hexane:ethyl acetate=5:1)