Reacción #325192

Ecuación de reacción

3-(3-fluoro-5-methoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

K2CO3

Iodocyclopentane

→

1-cyclopentyl-3-(3-fluoro-5-methoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

Disolventes

DMF

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroreaction
2. 2
   Otroreaction
3. 3
   workup.STIRRINGwas stirred for 2 hours
4. 4
   OtroSolid K2CO3 was removed by filtration
5. 5
   OtroSolvent was partially removed in vacuo
6. 6
   workup.ADDITIONSodium citrate (50 ml) was added
7. 7
   Otroreaction
8. 8
   Extracciónwas extracted with EtOAc
9. 9
   ConcentraciónOrganic phases concentrated in vacuo
10. 10
    Otropurified
11. 11
    Otroto yield BA79

Procedimiento

3-(3-fluoro-5-methoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (BA75, 100 mg, 0.386 mmol) was dissolved in DMF (10 ml). K2CO3 (250 mg, 1.54 mmol) was added and reaction was stirred at room temperature under an argon atmosphere. Iodocyclopentane (0.134 ml, 1.16 mmol) was added with a syringe and reaction was stirred 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 by RP-HPLC (MeCN:H2O:0.1% TFA) to yield BA79.

Fuente