Stannane, tributyl(1-ethoxyethenyl)- → 6-(1-Ethoxyvinyl)-3-(1-(6-fluoro-1-methyl-1H-indazol-5-yl)ethyl)imidazo[1,2-b]pyridazine

温度

100 °C

To a solution of 6-chloro-3-(1-(6-fluoro-1-methyl-1H-indazol-5-yl)ethyl)imidazo[1,2-b]pyridazine (900 mg, 1.910 mmol) in DMF (8 mL), was added Pd(Ph3P)4 (221 mg, 0.191 mmol). The mixture was stirred for 20 min, and tributyl(1-ethoxyvinyl)stannane (784 mg, 2.102 mmol) was added. The resulting mixture was heated to 100° C. until the LC-MS showed the reaction was complete. The reaction mixture was filtered through celite and the solid was washed with ether. The filtration was then washed with water, dried over Na2SO4, and concentrated to a residue, which was purified by silica gel column chromatography with gradient Hex:EA to give 6-(1-ethoxyvinyl)-3-(1-(6-fluoro-1-methyl-1H-indazol-5-yl)ethyl)imidazo[1,2-b]pyridazine (450 mg, 52%).

1. filtrationThe reaction mixture was filtered through celite
2. washthe solid was washed with ether
3. filtrationThe filtration
4. washwas then washed with water
5. dry with materialdried over Na2SO4
6. concentrationconcentrated to a residue, which
7. customwas purified by silica gel column chromatography with gradient Hex

ORDレコード

ord-b877c9060b434a43ac193ee9fd67c35e

出典データセット

uspto-grants-2013_07

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08497368B2