反应详情

温度

65 °C

To a solution of 8-(4-bromo-2-chloro-phenylamino)-imidazo[1,5-a]pyridine-7-carboxylic acid methyl ester (271 mg, 0.71 mmol) in IMS (10 mL) was added a 1.0 M aqueous solution of sodium hydroxide (0.8 mL, 0.8 mmol). The reaction mixture was heated at 65° C. for 1 hour and then cooled to room temperature and concentrated in vacuo. The resulting residue was azeotroped with toluene, and then suspended in THF (10 mL). O-(2-Vinyloxy-ethyl)-hydroxylamine (89 mg, 0.87 mmol), N-N-diisopropylethylamine (0.30 mL, 1.73 mmol), EDCI (166 mg, 0.87 mmol) and HOBt (117 mg, 0.87 mmol) were then added sequentially before the reaction mixture was stirred 18 hours at room temperature. The reaction mixture was then diluted with ethyl acetate and washed with water followed by a saturated aqueous solution of sodium bicarbonate and then brine. The isolated organic layer was dried (Na2SO4), filtered and concentrated in vacuo to afford the title compound as a pale yellow solid (210 mg, 65%). LCMS (method B): RT=3.17 min, [M+H]+=451/453.

1. temperaturecooled to room temperature
2. concentrationconcentrated in vacuo
3. customThe resulting residue was azeotroped with toluene
4. washwashed with water
5. dry with materialThe isolated organic layer was dried (Na2SO4)
6. filtrationfiltered
7. concentrationconcentrated in vacuo