Reacción #1095607

Ecuación de reacción

N-{2-Chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]-phenyl}-N′-propylurea

sodium hydride

chloromethyl methyl ether

→

title compound

Rendimiento 18.0%

N-{2-Chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]phenyl}-N-methoxymethyl-N′-propylurea

Rendimiento 18.0%

Disolventes

tetrahydrofuran

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGthe mixture was stirred at room temperature for additional 30 min
2. 2
   OtroThe solvent was removed by distillation under the reduced pressure, and water
3. 3
   workup.ADDITIONwas added to the residue
4. 4
   ExtracciónThe mixture was extracted with chloroform
5. 5
   SecadoThe chloroform layer was dried over anhydrous sodium sulfate
6. 6
   OtroThe solvent was removed by distillation under the reduced pressure
7. 7
   OtroThe residue was purified by HPLC by development with chloroform/methanol

Procedimiento

N-{2-Chloro-4-[(6,7-dimethoxy-4-quinazolinyl)oxy]-phenyl}-N′-propylurea (100 mg) was dissolved in anhydrous tetrahydrofuran (30 ml), and sodium hydride (60 wt %, 88 mg) was added to the solution. The mixture was stirred at room temperature for 15 min. Next, chloromethyl methyl ether (67 μl) was added to the reaction solution, and the mixture was stirred at room temperature for additional 30 min. The solvent was removed by distillation under the reduced pressure, and water was added to the residue. The mixture was extracted with chloroform. The chloroform layer was dried over anhydrous sodium sulfate. The solvent was removed by distillation under the reduced pressure. The residue was purified by HPLC by development with chloroform/methanol to give 18 mg (yield 18%) of the title compound.

Fuente