Reaktion #632428

Reaktionsgleichung

m-chloroperbenzoic acid

2-allyl-6-(methylthio)-1-pyridin-2-yl-3H-pyrazolo[3,4-d]pyrimidin-3one

N,N-diisopropylethylamine

[5-amino-2-(4-methylpiperazin-1-yl)phenyl]methanol

sodium hydrogencarbonate

→

entitled compound

Ausbeute 66.4%

2-allyl-6-{[3-hydroxymethyl-4-(4-methylpiperazin-1-yl)phenyl]amino}-1-pyridin-2-yl-1,2-dihydro-3H-pyrazolo[3,4-d]pyrimidin-3-one

Ausbeute 66.4%

Lösungsmittel

toluene

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGstirred overnight
2. 2
   Extraktionextracted with a mixed solution of chloroform/isopropanol (80/20)
3. 3
   TrocknenThis was dried with anhydrous magnesium sulfate
4. 4
   Sonstigethe solvent was evaporated away
5. 5
   Sonstigethe residue was purified through basic silica gel column chromatography (hexane/ethyl acetate=50/50 to 0/100)
6. 6
   SonstigeThe resulting crystal was recrystallized from ethanol

Vorschrift

796 mg of m-chloroperbenzoic acid (>65%) was added to toluene (20 mL) solution of 898 mg of 2-allyl-6-(methylthio)-1-pyridin-2-yl-3H-pyrazolo[3,4-d]pyrimidin-3one, and stirred for 30 minutes. 1.60 mL of N,N-diisopropylethylamine, 800 mg of [5-amino-2-(4-methylpiperazin-1-yl)phenyl]methanol and 10 mL of tetrahydrofuran were added to the reaction liquid, and stirred overnight. Aqueous saturated sodium hydrogencarbonate solution was added to the reaction liquid, and extracted with a mixed solution of chloroform/isopropanol (80/20). This was dried with anhydrous magnesium sulfate, the solvent was evaporated away, and the residue was purified through basic silica gel column chromatography (hexane/ethyl acetate=50/50 to 0/100). The resulting crystal was recrystallized from ethanol to obtain 941 mg of the entitled compound as a white crystal.

Quelle