Trifluoroacetic acid → 8-Morpholino-3-(6-(piperazin-1-yl)pyridin-3-yl)-N-(quinolin-2-yl)imidazo[1,2-b]pyridazine-2-carboxamide trifluoroacetate salt

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Reaction Steps

Compound 20d (191 mg, 0.300 mmol) was placed in an 8 mL vial equipped with a stir bar and then DCM (4 mL) was added. Once the solution was homogeneous, TFA (1 mL) was added dropwise. The mixture was stirred at rt for 4 h. The solvent was removed under reduced pressure. The residue was dissolved in DCM (10 mL) and then the solvent was removed under reduced pressure again. The residue was triturated with Et2O (20 mL), resulting in a yellow precipitate, which was isolated by filtration and washed with Et2O (2×10 mL). The residual solvent was removed under reduced pressure to afford the title compound 3. 1H-NMR (400 MHz, DMSO-d6) δ (ppm): 10.35 (s, 1H), 8.78 (br. s., 2H), 8.50 (d, J=2.2 Hz, 1H), 8.41 (d, J=9.0 Hz, 1H), 8.35 (d, J=9.0 Hz, 1H), 8.21 (d, J=5.9 Hz, 1H), 7.92-8.00 (m, 2H), 7.89 (d, J=8.6 Hz, 1H), 7.70-7.79 (m, 1H), 7.48-7.58 (m, 1H), 7.07 (d, J=9.0 Hz, 1H), 6.50 (d, J=5.9 Hz, 1H), 4.04-4.16 (m, 4H), 3.80-3.91 (m, 8H), 3.20-3.29 (m, 4H). Mass Spectrum (LCMS, ESI pos.) Calcd. For C29H29N9O2: 536.3 (M+H). Found: 536.3.

Provenance & Evidence