1-(6-溴-1H-吲哚-3-基)-2,2,2-三氟乙酮

反应条件: temp:0.00; pressure:0.00; stir:

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: 1-(6-Bromo-1H-indol-3-yl)-2,2,2-trifluoro-ethanone is treated with methylmagnesiumchloride at −78° C. to rt to obtain 2-(6-bromo-1H-indol-3-yl)-1,1,1-trifluoro-propan-2-ol, which is coupled with 8-(1-methyl-1H-pyrazol-4-yl)-[1,2,4]triazolo[1,5-a]pyrazin-2-ylamine following general procedure 2.

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

实验步骤: 8-(1-Methyl-1H-pyrazol-4-yl)-[1,2,4]triazolo[1,5-a]pyrazin-2-ylamine is reacted with 1-(6-bromo-1H-indol-3-yl)-2,2,2-trifluoro-ethanone, available by reaction of 6-bromo-1H-indole (1 eq.) with TFA (1.6 eq) in DMF at 120° C. for 1 h, under conditions described in general procedure 2.

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

实验步骤: 8-(1-Methyl-1H-pyrazol-4-yl)-[1,2,4]triazolo[1,5-a]pyrazin-2-ylamine is reacted with 1-(6-bromo-1H-indol-3-yl)-2,2,2-trifluoro-ethanone, available by reaction of 6-bromo-1H-indole (1 eq.) with TFA (1.6 eq) in DMF at 120° C. for 1 h, under conditions described in general procedure 2.

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

实验步骤: 8-(1-Methyl-1H-pyrazol-4-yl)-[1,2,4]triazolo[1,5-a]pyrazin-2-ylamine is reacted with 1-(6-bromo-1H-indol-3-yl)-2,2,2-trifluoro-ethanone, available by reaction of 6-bromo-1H-indole (1 eq.) with TFA (1.6 eq) in DMF at 120° C. for 1 h, under conditions described in general procedure 2.

反应条件: temp:25.01; pressure:0.00; stir:; See reaction.notes.procedure_details.

实验步骤: A solution of 2,2,2-trifluoro-1-(6-bromo-1H-indol-3-yl)-ethanone (3.0 g, 10.27 mmol) in N,N-dimethylformamide (20 mL) at 25° C. was treated with potassium carbonate (3.54 g, 25.68 mmol). The resulting mixture was stirred at 25° C. for 15 min and then treated with 2-iodopropane (1.54 mL, 15.41 mmol). The reaction was heated at 65° C. for 18 h. At this time, the reaction was cooled to 25° C. and was partitioned between water (100 mL) and ethyl acetate (100 mL). The organic layer was then washed with a 1N aqueous hydrochloric acid solution (1×25 mL) and a saturated aqueous sodium chloride solution (1×100 mL), dried over magnesium sulfate, filtered, and concentrated in vacuo. Biotage chromatography (FLASH 40M, Silica, 2/1 hexanes/ethyl acetate) afforded 2,2,2-trifluoro-1-(6-bromo-1-isopropyl-1H-indol-3-yl)-ethanone (3.38 g, 99%) as a pink solid: mp 77-79° C.; EI-HRMS m/e calcd for C13H11BrF3NO (M) 332.9976, found 332.9975. The reaction was heated at 65° C. for 18 h At this time, the reaction was cooled to 25° C. was partitioned between water (100 mL) and ethyl acetate (100 mL) The organic layer was then washed with a 1N aqueous hydrochloric acid solution (1×25 mL) a saturated aqueous sodium chloride solution (1×100 mL), dried over magnesium sulfate filtered concentrated in vacuo