Reacción #63069

Ecuación de reacción

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

3-aminopropanol

sodium hydride

→

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

Rendimiento 47.5%

Disolventes

t-butanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaheated
2. 2
   Temperaturaunder reflux for 4 hours
3. 3
   Otroevaporated to dryness
4. 4
   OtroThe residue was partitioned between 2N aqueous acetic acid and ether
5. 5
   Extracciónextracted three times with ether
6. 6
   SecadoThe combined ether extracts were dried
7. 7
   Otroevaporated to dryness

Procedimiento

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.

Fuente