Reaction #8399

Reaction equation

water

4-(2-furyl)-1H-pyrazolo[3,4-d]pyrimidine-6-amine

benzyl isocyanate

→

title compound

Yield 24.0%

6-Amino-N-benzyl-4-(2-furyl)-1H-pyrazolo[3,4-d]pyrimidine-1-carboxamide

Yield 24.0%

Solvents

DMF

Conditions

Workup

1. 1
   Extractionextracted with EtOAc
2. 2
   Dryingdried (MgSO4)
3. 3
   Concentrationconcentrated in vacuo
4. 4
   Otherpurified by preparative HPLC (MeOH/H2O gradient)

Procedure

A solution of 4-(2-furyl)-1H-pyrazolo[3,4-d]pyrimidine-6-amine (210 mg, 1 mmol) in DMF (2 mL) was treated with benzyl isocyanate (123 μL, 1 mmol) and a catalytic amount of DMAP, stirred at room temperature for 1 h, poured into water, extracted with EtOAc, dried (MgSO4), concentrated in vacuo and purified by preparative HPLC (MeOH/H2O gradient) to give the title compound (80 mg, 24%) as a pale yellow solid. Method Q 4-(2-Furyl)-1-(4-indolymethyl)-1H-pyrazolo[3,4-d]pyrimidine-6-amine (Example 65)

Source