Réaction #83239

Équation de réaction

4,7-dihydro-6-ethoxycarbonyl-2-(4-fluorophenyl)-3-(pyridin-4-yl)-7-oxopyrazolo[1,5-a]pyrimidine

lithium borohydride

→

6-ethoxycarbonyl-2-(4-fluorophenyl)-7-oxo-3-(pyridin-4-yl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine

Rendement 39.8%

Solvants

tetrahydrofuran

Conditions de réaction

Traitement

1. 1
   Températurethe mixture was refluxed for 1 hour
2. 2
   TempératureAfter cooling
3. 3
   Autrethe reaction mixture was quenched with an aqueous saturated ammonium chloride solution
4. 4
   Extractionextracted with ethyl acetate
5. 5
   LavageThe extracts were washed with brine
6. 6
   Autredried
7. 7
   Concentrationconcentrated in vacuo
8. 8
   AutreThe residue was crystallized from ethanol

Mode opératoire

To a mixture of 4,7-dihydro-6-ethoxycarbonyl-2-(4-fluorophenyl)-3-(pyridin-4-yl)-7-oxopyrazolo[1,5-a]pyrimidine (100 mg) in tetrahydrofuran (4 ml) was added lithium borohydride (2 mole in tetrahydrofuran, 0.26 ml) at room temperature and the mixture was refluxed for 1 hour. After cooling, the reaction mixture was quenched with an aqueous saturated ammonium chloride solution and extracted with ethyl acetate. The extracts were washed with brine, dried and concentrated in vacuo. The residue was crystallized from ethanol to give 6-ethoxycarbonyl-2-(4-fluorophenyl)-7-oxo-3-(pyridin-4-yl)-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine (40 mg).

Source