Ammonium formate → Ethyl 2-(8-morpholinoimidazo[1,2-b]pyridazin-2-yl)acetate

Participants

Reaction Conditions

Reaction Steps

Compound 28b (1.00 g, 3.08 mmol) and 10% Pd on activated carbon (164 mg, 0.154 mmol) were placed in a 40 mL vial equipped with a stir bar and then the vial was evacuated and backflushed with argon. Dry THF (10 mL) was added followed by ammonium formate (388 mg, 6.16 mmol) and then the reaction was stirred at 70° C. for 1 h. The reaction was cooled to rt and diluted with DCM (200 mL). The solids were removed by filtration and then washed with DCM (2×50 mL). The combined filtrates were concentrated under reduced pressure to afford compound 28c. 1H-NMR (400 MHz, CDCl3) δ (ppm): 7.96 (d, J=5.1 Hz, 1H), 7.80 (s, 1H), 6.02 (d, J=5.1 Hz, 1H), 4.21 (q, J=6.8 Hz, 2H), 3.85-4.01 (m, 8H), 3.83 (s, 2H), 1.29 (t, J=6.8 Hz, 3H). Mass Spectrum (LCMS, ESI pos.) Calcd. For C14H18N4O3: 291.2 (M+H). Found: 291.1.

Provenance & Evidence