Reaktion #63069

Reaktionsgleichung

4-[2-(2,2,2-Trifluoroethyl)guanidino]-2-methylsulphonylpyrimidine

3-aminopropanol

sodium hydride

→

4-[2-(2,2,2-trifluoroethyl)guanidino]-2-(3-aminopropyloxy)pyrimidine

Ausbeute 47.5%

Lösungsmittel

t-butanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturheated
2. 2
   Temperaturunder reflux for 4 hours
3. 3
   Sonstigeevaporated to dryness
4. 4
   SonstigeThe residue was partitioned between 2N aqueous acetic acid and ether
5. 5
   Extraktionextracted three times with ether
6. 6
   TrocknenThe combined ether extracts were dried
7. 7
   Sonstigeevaporated to dryness

Vorschrift

4-[2-(2,2,2-Trifluoroethyl)guanidino]-2-methylsulphonylpyrimidine (0.15 g.) was added to a mixture of 3-aminopropanol (0.075 g.), t-butanol (5 ml.) and a 50% w/w dispersion of sodium hydride in mineral oil (0.05 g.) which was stirred under an argon atmosphere. The mixture was stirred at room temperature for 2 hours, heated under reflux for 4 hours and then evaporated to dryness. The residue was partitioned between 2N aqueous acetic acid and ether, and the aqueous phase basified with 17N NaOH and extracted three times with ether. The combined ether extracts were dried and evaporated to dryness to give 4-[2-(2,2,2-trifluoroethyl)guanidino]-2-(3-aminopropyloxy)pyrimidine (0.07 g.) which was used without further purification.

Quelle