反应详情

N2-(4-{4-amino-1-[1-(2-fluoroethyl)-4-piperidyl]-1H-pyrazolo[3,4-d]pyrimidin-3-yl}-2-methoxyphenyl)-1-methyl-1H-2-indolecarboxamide (221 mg, 0.407 mmol) was dissolved in hot ethyl acetate (25 mL) and a few drops of ethanol. Maleic acid (94 mg, 0.814 mmol) in hot ethyl acetate (3 mL) was added. The reaction mixture was stirred at room temperature overnight. No precipitate was formed. The organic solvent was removed and the solid was triturated with ethyl acetate. The solid was collected by filtration to give N2-(4-{4-amino-1-[1-(2-fluoroethyl)-4-piperidyl]-1H-pyrazolo[3,4-d]pyrimidin-3-yl}-2-methoxyphenyl)-1-methyl-1H-2-indolecarboxamide, dimaleate salt (252 mg, 80%). 1H NMR (DMSO-d6) δ 2.34 (m, 2H), 2.54 (m, 2H), 3.49-3.67(m, 6H), 3.96 (s, 3H), 4.04 (s, 3H), 4.81 (m, 1H), 4.92 (m, 1H), 5.06 (m, 1H), 6.14 (s, 4H), 7.16 (m, 1H), 7.34 (m, 4H), 7.60 (d, J=8.32 Hz, 1H), 7.70 (d, J=7.95 Hz, 1H), 8.14 (d, J=8.15 Hz, 1H), 8.29 (s, 1H), 9.45 (s, 1H). LCMS (Thermoquest AQA single Quad MS, Finnigan HPLC-Column: Genesis, C18, 3 um, 33×4.6 mm. Eluents: 30% B/A to 95% B/A in 4.5 min. (B: acetonitrile, A: 50 mM ammonia acetate buffer, PH 4.5), 0.8 mL/min.): RT=2.17 mm. MH+=543.3.

1. customNo precipitate was formed
2. customThe organic solvent was removed
3. customthe solid was triturated with ethyl acetate
4. filtrationThe solid was collected by filtration