反应详情

温度

65 °C

To a suspension of 3-(2-fluoro-4-iodo-phenylamino)-1-(2-triisopropylsilanyloxy-ethyl)-1H-pyrrolo[3,2-c]pyridine-2-carboxylic acid methyl ester (132 mg, 0.22 mmol) in ethanol (3 mL) was added a 1M aqueous solution of sodium hydroxide (0.23 mL, 0.23 mmol). The reaction mixture was heated at 65° C., stirred for 1 hour, cooled to room temperature, concentrated and azeotroped with toluene. The residue was suspended in DMF and ammonium chloride (24 mg, 0.44 mmol), diisopropylethylamine (0.15 mL, 0.88 mmol) then HATU (167 mg, 0.44 mmol) were added. The reaction mixture was stirred at room temperature for 16 hours before being partitioned between ethyl acetate and water. The organic layer was isolated and washed with water then a saturated solution of sodium hydrogencarbonate and then brine, dried (Na2SO4), filtered and evaporated to give the title compound as a yellow solid (105 mg, 80%). LCMS (method B): RT=3.03 min, M+H+=597.

1. temperaturecooled to room temperature
2. concentrationconcentrated
3. customazeotroped with toluene
4. stirringThe reaction mixture was stirred at room temperature for 16 hours
5. custombefore being partitioned between ethyl acetate and water
6. customThe organic layer was isolated
7. washwashed with water
8. dry with materiala saturated solution of sodium hydrogencarbonate and then brine, dried (Na2SO4)
9. filtrationfiltered
10. customevaporated