反应详情

To a suspension of 5-(4-Bromo-2-fluorophenylamino)-imidazo[1,5-a]pyridine-6-carboxylic acid (2-vinyloxyethoxy)-amide (1.33 g, 3.05 mmol) in methanol (40 mL) was added aqueous hydrochloric acid (6.7 mL, 1M, 6.7 mmol). The reaction mixture was stirred at room temperature for 30 minutes then concentrated in vacuo to remove the methanol. The resultant residue was dissolved in 1:1 diethylether:ethyl acetate (30 mL) and aqueous saturated sodium hydrogen carbonate solution (30 mL) added. The resultant mixture was sonicated until a precipitate formed, the precipitate collected by filtration and washed with water then diethyl ether to yield the title compound as a yellow solid (1.12 g, 90%). LCMS (method A): RT=5.22 min, [M+H]+=409/411. 1H NMR (DMSO-d6, 400 MHz) 9.20 (1H, s), 8.07 (1H, s), 7.51 (1H, dd, J=10.86, 2.22 Hz), 7.44 (1H, s), 7.40 (1H, d, J=9.33 Hz), 7.16 (1H, ddd, J=8.61, 2.20, 1.07 Hz), 6.89 (1H, d, J=9.31 Hz), 6.50 (1H, t, J=8.84 Hz), 4.63 (1H, s), 3.65 (2H, t, J=4.79 Hz), 3.46 (3H, s).

1. concentrationthen concentrated in vacuo
2. customto remove the methanol
3. dissolutionThe resultant residue was dissolved in 1:1 diethylether
4. additionethyl acetate (30 mL) and aqueous saturated sodium hydrogen carbonate solution (30 mL) added
5. customThe resultant mixture was sonicated until a precipitate
6. customformed
7. filtrationthe precipitate collected by filtration
8. washwashed with water