Maleic Acid → HCID 86586284, compound

Participants

Reaction Steps

To a warm mixture of N2-(4-{4-amino-1-[2-(1H-1-imidazolyl)ethyl]-1H-pyrazolo[3,4-d]pyrimidin-3-yl}-2-methoxyphenyl)-1-methyl-1H-2-indolecarboxamide (0.034 g, 0.067 mmol) in ethyl acetate (2 mL) was added a solution of maleic acid (0.016 g, 0.13 mmol) in ethyl acetate (1 mL); a white precipitate formed immediately. The reaction mixture was allowed to cool to ambient temperature and the precipitate was collected by filtration and dried in vacuo to afford N2-(4-{4-amino-1-[2-(1H-1-imidazolyl)ethyl]-1H-pyrazolo[3,4-d]pyrimidin-3-yl}-2-methoxyphenyl)-1-methyl-1H-2-indolecarboxamide trimaleate as a yellow solid (0.011 g, 0.011 mmol): 1H NMR (d6-DMSO, 400 MHz): δH 9.44 (1H, s), 8.90 (1H, s), 8.20 (1H, s), 8.12 (1H, d, J=8.0 Hz), 7.71 (1H, d, J=8.0 Hz), 7.58-7.63 (3H, m), 7.32-7.36 (2H, m), 7.24-7.26 (2H, m), 7.16 (1H, t, J=7.6 Hz), 6.18 (6H, s), 4.85 (2H, t, J=6.8 Hz), 4.71 (2H, t, J=5.2 Hz), 4.04 (3H, s), and 4.00 (3H, s); RP-HPLC (Hypersil C18, 5 μm, 100 Å, 15 cm; 5%-100% acetonitrile—0.1 M ammonium acetate over 15 min, 1 mL/min). Rt 10.35 min. MS: M+508.2.

Provenance & Evidence