Reacción #8682

Ecuación de reacción

water

sodium carbonate

3-[5-(2,5-diazabicyclo[2.2.1]hept-2-yl)-2-pyrimidinyl]-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine

2-iodopropane

→

1-(2-Fluorobenzyl)-3-[5-(5-isopropyl-2,5-diazabicyclo[2.2.1]hept-2-yl)-2-pyrimidinyl]-1H-pyrazol[3,4-b]pyridine

Disolventes

acetone

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónextracted with DCM
2. 2
   Lavadowashed with saturated aqueous sodium chloride solution
3. 3
   Otrodried
4. 4
   Filtraciónfiltered
5. 5
   OtroThe solvent is removed in vacuo
6. 6
   Otrothe residue is purified by preparative HPLC with addition of small portions of aqueous hydrochloric acid
7. 7
   Otro25 mg (42% of theory) of the product are obtained

Procedimiento

50 mg (0.13 mmol) of 3-[5-(2,5-diazabicyclo[2.2.1]hept-2-yl)-2-pyrimidinyl]-1-(2-fluorobenzyl)-1H-pyrazolo[3,4-b]pyridine (example 9) are dissolved in 5 ml of absolute acetone, and 92 mg (0.87 mmol) of sodium carbonate are added. 64 mg (0.37 mmol) of 2-iodopropane are added to the suspension, and the mixture is stirred at RT overnight. The reaction solution is mixed with water and extracted with DCM. The organic phases are combined, washed with saturated aqueous sodium chloride solution, dried and filtered. The solvent is removed in vacuo, and the residue is purified by preparative HPLC with addition of small portions of aqueous hydrochloric acid. 25 mg (42% of theory) of the product are obtained.

Fuente