تفاعل #156479

معادلة التفاعل

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

المذيبات

MeOH

ظروف التفاعل

المعالجة

1. 1
   أخرىIt was quenched with water and EtOAc
2. 2
   أخرىThe precipitate formed
3. 3
   ترشيحwas filtered off
4. 4
   تركيزThe filtrate was concentrated
5. 5
   أخرىthen was triturated with MeOH
6. 6
   ترشيحThe salt was filtered off
7. 7
   تركيزThe filtrate was concentrated
8. 8
   أخرىtriturated again with Et2O
9. 9
   ترشيحThe precipitate was filtered off
10. 10
    أخرىit was purified by flash chromatography (CombiFlash® Companion System®, with RediSep® silica gel column, 0 to 20% MeOH in DCM)
11. 11
    أخرىto afford
12. 12
    أخرىafter evaporation of the solvent the title compound as a yellow solid (tR 0.6 min (conditions 2), MH+=360)

الإجراء التجريبي

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).

المصدر