Реакция #156479

Уравнение реакции

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

Растворители

MeOH

Условия реакции

Обработка

1. 1
   ДругоеIt was quenched with water and EtOAc
2. 2
   ДругоеThe precipitate formed
3. 3
   Фильтрацияwas filtered off
4. 4
   КонцентрированиеThe filtrate was concentrated
5. 5
   Другоеthen was triturated with MeOH
6. 6
   ФильтрацияThe salt was filtered off
7. 7
   КонцентрированиеThe filtrate was concentrated
8. 8
   Другоеtriturated again with Et2O
9. 9
   ФильтрацияThe precipitate was filtered off
10. 10
    Другоеit was purified by flash chromatography (CombiFlash® Companion System®, with RediSep® silica gel column, 0 to 20% MeOH in DCM)
11. 11
    Другоеto afford
12. 12
    Другоеafter evaporation of the solvent the title compound as a yellow solid (tR 0.6 min (conditions 2), MH+=360)

Методика

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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