Methanol → tert-Butyl 4-(2-(hydroxymethyl)-8-morpholinoimidazo[1,2-b]pyridazin-3-yl)benzoate

Participants

Reaction Steps

Compound 5f (315 mg, 0.772 mmol) was placed in a 40 mL vial equipped with a stir bar and then dioxane (10 mL) and MeOH (10 mL) were added. NaBH4 (51.0 mg, 1.35 mmol) was added and then the reaction was stirred at rt for 18 h. The reaction was diluted with water (20 mL) and the mixture was extracted with DCM (3×25 mL). The organic extracts were combined, dried over Na2SO4, and filtered. The solvent was removed under reduced pressure to afford compound 34a. 1H-NMR (400 MHz, CDCl3) δ (ppm): 8.09-8.17 (m, 2H), 8.06 (d, J=5.6 Hz, 1H), 7.75-7.86 (m, 2H), 6.15 (d, J=5.6 Hz, 1H), 4.86 (d, J=5.6 Hz, 2H), 3.87-4.05 (m, 8H), 2.52 (t, J=5.6 Hz, 1H), 1.61 (s, 9H). Mass Spectrum (LCMS, ESI pos.) Calcd. For C22H26N4O4: 411.2 (M+H). Found: 411.4.

Provenance & Evidence