Reaktion #156479

Reaktionsgleichung

6-[6-(1-Methyl-1H-pyrazol-4-yl)-imidazo[1,2-b]pyridazin-3-ylmethyl]-imidazo[1,2-a]pyridine-3-carbaldehyde

water

NaBH4

→

{6-[6-(1-Methyl-1H-pyrazol-4-yl)-imidazo[1,2-b]pyridazin-3-ylmethyl]-imidazo[1,2-a]pyridin-3-yl}-methanol

Lösungsmittel

MeOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeIt was quenched with water and EtOAc
2. 2
   SonstigeThe precipitate formed
3. 3
   Filtrationwas filtered off
4. 4
   EinengenThe filtrate was concentrated
5. 5
   Sonstigethen was triturated with MeOH
6. 6
   FiltrationThe salt was filtered off
7. 7
   EinengenThe filtrate was concentrated
8. 8
   Sonstigetriturated again with Et2O
9. 9
   FiltrationThe precipitate was filtered off
10. 10
    Sonstigeit was purified by flash chromatography (CombiFlash® Companion System®, with RediSep® silica gel column, 0 to 20% MeOH in DCM)
11. 11
    Sonstigeto afford
12. 12
    Sonstigeafter evaporation of the solvent the title compound as a yellow solid (tR 0.6 min (conditions 2), MH+=360)

Vorschrift

6-[6-(1-Methyl-1H-pyrazol-4-yl)-imidazo[1,2-b]pyridazin-3-ylmethyl]-imidazo[1,2-a]pyridine-3-carbaldehyde (Example 297, 50 mg, 0.140 mmol) was dissolved in MeOH (3 mL) and water (1 mL) then NaBH4 (2.6 mg, 0.070 mmol) was added. The RM was stirred at rt for 30 min. It was quenched with water and EtOAc. The precipitate formed was filtered off. The filtrate was concentrated then was triturated with MeOH. The salt was filtered off. The filtrate was concentrated and then triturated again with Et2O, The precipitate was filtered off and it was purified by flash chromatography (CombiFlash® Companion System®, with RediSep® silica gel column, 0 to 20% MeOH in DCM) to afford after evaporation of the solvent the title compound as a yellow solid (tR 0.6 min (conditions 2), MH+=360).

Quelle