Lithium Chloride → 6'-(Pyridazin-4-yl)-2-fluoro-5-(4-piperidin-1-ylmethylphenyl)-[3,4']bipyridinyl-3'-ylamine

Temperatur

110 °C

A mixture of 6′-bromo-2-fluoro-5-(4-piperidin-1-ylmethylphenyl)-[3,4]bipyridinyl-3′-ylamine (200 mg, 0.45 mmol), 4-(tributylstannyl)pyridazine (334 mg, 0.91 mmol) and lithium chloride (192 mg, 4.5 mmol) in 1,4-dioxane (5 mL) was degassed and flushed with nitrogen. Tetrakis(triphenylphosphine)-palladium(0) (39 mg, 0.034 mmol) was added and the reaction was heated at 110° C. for 24 h. The cooled reaction mixture was diluted with DCM (20 mL) and methanol (2 mL) and washed with water (15 mL). The organic phase was separated, dried over sodium sulfate, filtered and evaporated in vacuo to afford a residue that was purified by flash chromotagraphy (silica, 10 g column, Biotage, 0-10% methanol in DCM containing 0 1% ammonia) to afford a brown residue that was taken to the next step without further purification.

1. customwas degassed
2. customflushed with nitrogen
3. customThe cooled reaction mixture
4. washwashed with water (15 mL)
5. customThe organic phase was separated
6. dry with materialdried over sodium sulfate
7. filtrationfiltered
8. customevaporated in vacuo
9. customto afford a residue that
10. customwas purified by flash chromotagraphy (silica, 10 g column, Biotage, 0-10% methanol in DCM containing 0 1% ammonia)
11. customto afford a brown residue that
12. customwas taken to the next step without further purification

ORD-Eintrag

ord-62f2fc4e3a794bb2a92be155339777b5

Quelldatensatz

uspto-grants-2015_12

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09216980B2