Toluene → HCID 42643911, compound

Participants

Reaction Steps

To a solution of N-[3-(8-amino-imidazo[1,2-b]pyridazin-6-yl)-2-methyl-phenyl]-4-tert-butyl-benzamide (0.019 g, 0.047 mmol) and diisopropylethylamine (0.021 mL, 0.12 mmol) in 1 mL of dichloromethane at 0-5° C. was added a 20% phosgene in toluene solution (0.030 mL, 0.057 mmol) all at once. The cloudy yellow solution was stirred for 10 min., then ethylamine gas was bubbled in via a Pasteur pipette for 2 min. Silica gel (3 g) was added, and the mixture was concentrated to a pale yellow powder. Column chromatography (66%->100% EtOAc/hexanes) afforded 0.013 g (58%) of 4-tert-butyl-N-{3-[8-(3-ethyl-ureido)-imidazo[1,2-b]pyridazin-6-yl]-2-methyl-phenyl}-benzamide as a white solid.

Provenance & Evidence