Réaction #3752

Équation de réaction

1,3-di-n-propyl-5,6-diaminouracil

N-methylmorpholine

3-phenylbutyric acid

tetrahydrofuran

isobutyl chloroformate

→

N-(2-amino-4,6-dioxo-3,5-dipropylcyclohex-1-enyl)-3-phenylbutyramide

Solvants

diethyl ether

Conditions de réaction

Traitement

1. 1
   Autrethe reaction at -20° C. for 3 hours
2. 2
   workup.ADDITIONThen dilute
3. 3
   Autreseparate the layers
4. 4
   LavageRinse the organic layer with saturated sodium bicarbonate (200 ml), 50% aqueous sodium chloride (2×200 ml)
5. 5
   Séchagedry over anhydrous magnesium sulfate
6. 6
   Filtrationfilter
7. 7
   Concentrationconcentrate under vacuum

Mode opératoire

Dissolve 3-phenylbutyric acid (1.0 g, 6.1 mmol) in tetrahydrofuran (20 ml), treat with N-methylmorpholine (0.67 ml, 6.1 mmol) and cool to -20° C. Add isobutyl chloroformate (0.79 ml, 6.1 mmol) and stir for 20 minutes. Then add 1,3-di-n-propyl-5,6-diaminouracil (1.4 g, 6.1 mmol, in 5 ml dimethylformamide) and stir the reaction at -20° C. for 3 hours. Then dilute the reaction with diethyl ether (400 ml) and separate the layers. Rinse the organic layer with saturated sodium bicarbonate (200 ml), 50% aqueous sodium chloride (2×200 ml), dry over anhydrous magnesium sulfate, filter and concentrate under vacuum to provide N-(2-amino-4,6-dioxo-3,5-dipropylcyclohex-1-enyl)-3-phenylbutyramide (2.23 g).

Source