반응 #156479

반응 방정식

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

용매

MeOH

반응 조건

후처리

1. 1
   기타It was quenched with water and EtOAc
2. 2
   기타The precipitate formed
3. 3
   여과was filtered off
4. 4
   농축The filtrate was concentrated
5. 5
   기타then was triturated with MeOH
6. 6
   여과The salt was filtered off
7. 7
   농축The filtrate was concentrated
8. 8
   기타triturated again with Et2O
9. 9
   여과The precipitate was filtered off
10. 10
    기타it was purified by flash chromatography (CombiFlash® Companion System®, with RediSep® silica gel column, 0 to 20% MeOH in DCM)
11. 11
    기타to afford
12. 12
    기타after evaporation of the solvent the title compound as a yellow solid (tR 0.6 min (conditions 2), MH+=360)

실험 절차

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).

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