Réaction #657321

ord-3038946df37a46779917edd8faa827d2

Équation de réaction

[NH4+].[OH-]
NH4OH
O
water
Nc1cc(-c2ccc(F)cc2)n[nH]1
3-(4-fluorophenyl)-1H-pyrazole-5-amine
COC(CC(OC)OC)OC
1,1,3,3-tetramethoxypropane
Fc1ccc(-c2cc3ncccn3n2)cc1
2-(4-fluorophenyl)pyrazolo[1,5-a]pyrimidine
Rendement 113.9%

Solvants

Conditions de réaction

Température
110°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Extractionextracted with dichloromethane (3×100 mL)
  2. 2
    SéchageThe organic layer is dried over anhydrous magnesium sulphate
  3. 3
    Filtrationfiltered
  4. 4
    Concentrationconcentrated under reduced pressure

Mode opératoire

To a solution of 3-(4-fluorophenyl)-1H-pyrazole-5-amine (5.0 g, 0.028 mol) in acetic acid (50 mL) is added 1,1,3,3-tetramethoxypropane (5.79 g, 0.035 mol). The mixture is stirred at 110° C. for 1 h. The reaction mixture is then poured into water, basified with NH4OH and extracted with dichloromethane (3×100 mL). The organic layer is dried over anhydrous magnesium sulphate, filtered and concentrated under reduced pressure. 6.8 g (79%) of 2-(4-fluorophenyl)pyrazolo[1,5-a]pyrimidine are obtained as a beige solid which is used in the next step without further purification.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US09023844B2uspto-grants-2015_05