反応 #156479

反応方程式

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

溶媒

MeOH

反応条件

後処理

1. 1
   その他It was quenched with water and EtOAc
2. 2
   その他The precipitate formed
3. 3
   ろ過was filtered off
4. 4
   濃縮The filtrate was concentrated
5. 5
   その他then was triturated with MeOH
6. 6
   ろ過The salt was filtered off
7. 7
   濃縮The filtrate was concentrated
8. 8
   その他triturated again with Et2O
9. 9
   ろ過The precipitate was filtered off
10. 10
    その他it was purified by flash chromatography (CombiFlash® Companion System®, with RediSep® silica gel column, 0 to 20% MeOH in DCM)
11. 11
    その他to afford
12. 12
    その他after evaporation of the solvent the title compound as a yellow solid (tR 0.6 min (conditions 2), MH+=360)

実験手順

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).

出典