Reacción #1363779

Ecuación de reacción

2-phenyl-4-hydroxymethylimidazole

1-quinazolin-2-ylpiperazine

triethyl amine

→

title compound

Rendimiento 86.4%

2-{4-[(2-phenylimidazol-5-yl)methyl]piperazinyl}quinazoline

Rendimiento 86.4%

Disolventes

thionyl chloride

Condiciones de reacción

Tratamiento posterior

1. 1
   Concentraciónsubsequently concentrated
2. 2
   workup.ADDITIONChloroform (10 mL) is added
3. 3
   Lavadothe reaction is washed with 2N NaOH solution
4. 4
   Secadodried (Na2SO4)
5. 5
   Concentraciónconcentrated

Procedimiento

A sample of 2-phenyl-4-hydroxymethylimidazole (348 mg, 2 mmol) is heated for 5 min in thionyl chloride (5 mL) and subsequently concentrated. Chloroform (10 mL) is added and the solution reconcentrated. The resulting dark oil is then taken up in chloroform (10 mL) and treated with 1-quinazolin-2-ylpiperazine (428 mg, 2 mmol) and triethyl amine (2 mL). After 10 minutes, the reaction is washed with 2N NaOH solution, dried (Na2SO4) and concentrated to provide the title compound (Compound 4) as an oil (640 mg), the hydrochloride salt is prepared in a conventional manner, m.p. 101-105° C. (Compound 4a). 1H NMR (CDCl3) 9.0 (s, 1H), 7.9 (d, J=7 Hz, 2H), 7.65 (m, 2H), 7.55 (d, J=6 Hz, 1H), 7.2-7.4 (m, 4H), 7.0 (s, 1H, imidazole CH), 3.95 (m, 4H), 3.6 (s, 2H), 2.6 (t, J=5 Hz, 4H).

Fuente