Reaktion #325193

Reaktionsgleichung

3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine

K2CO3

Iodocyclopentane

→

1-cyclopentyl-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine

Ausbeute 60.0%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeReaction
2. 2
   Temperaturwas refluxed under argon atmosphere for 2 hours
3. 3
   SonstigeSolid K2CO3 was removed by filtration
4. 4
   SonstigeSolvent was partially removed in vacuo
5. 5
   workup.ADDITIONSodium citrate (50 ml) was added
6. 6
   Sonstigereaction
7. 7
   Extraktionwas extracted with EtOAc
8. 8
   EinengenOrganic phases concentrated in vacuo
9. 9
   Sonstigepurified
10. 10
    Sonstigeyielding BA80 (300 mg, 60% yield)

Vorschrift

A solution of 3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine (400 mg, 1.53 mmol) and K2CO3 (1 g, 6 mmol) in DMF (5 ml) was stirred at room temperature under an argon atomosphere. Iodocyclopentane (1.0 g, 0.0084 mol) was added with a syringe. Reaction was refluxed under argon atmosphere for 2 hours. Solid K2CO3 was removed by filtration. Solvent was partially removed in vacuo. Sodium citrate (50 ml) was added and reaction was extracted with EtOAc. Organic phases concentrated in vacuo and purified using silica gel column chromatography [MeOH—CH2Cl2, 5:95] yielding BA80 (300 mg, 60% yield). ESI-MS (M+H)+ m/z calcd 330.0, found 330.0.

Quelle