HCID 68157292, compound → HCID 68157795, compound

Participants

Reaction Steps

6-Amino-5-chloro-4-[(S)-1-(6-fluoro-1-phenyl-1H-benzoimidazol-2-yl)ethylamino]-2-methyl-2H-pyridazin-3-one (0.13 g, 0.315 mmol) in ethyl acetate (10 mL) and sat. aq sodium hydrogen carbonate (1 mL) was hydrogenated over 10% palladium on carbon (40 mg) at room temperature and pressure for 24 h. The reaction mix was filtered, evaporated to dryness and purified by column chromatography (Si—PCC, gradient 0-5% (9:1 MeOH/0.880 NH3) in DCM). Fractions containing the product were evaporated and freeze dried to give 344 as a white solid, (77 mg, 64%). LCMS (Method C): RT 3.57 min [M+H]+ 379.05. 1H NMR δ (ppm DMSO-d6): 7.76 (1H, dd, J=8.82, 4.84 Hz), 7.63-7.62 (5H, m), 7.14 (1H, ddd, J=9.9, 8.9, 2.5 Hz), 6.87 (1H, dd, J=8.88, 2.51 Hz), 6.47 (1H, d, J=7.48 Hz), 5.44 (1H, s), 5.18 (2H, s), 4.62 (1H, dq, J=6.95 Hz), 3.40 (3H, s), 1.41 (3H, d, J=6.63 Hz)

Provenance & Evidence