반응 #65373

반응 방정식

4-tert-butyl-N-[5-(2-chloro-5-methoxy-phenoxy)-6-hydroxymethyl-2-(morpholin-4-yl)-pyrimidin-4-yl]benzenesulphonamide

PCl5

→

4-tert-butyl-N-[5-(2-chloro-5-methoxy-phenoxy)-6-chloromethyl-2-(morpholin-4-yl)-pyrimidin-4-yl]-benzenesulphonamide

수율 63.8%

용매

POCl3

반응 조건

후처리

1. 1
   workup.DISTILLATIONThereafter, the POCl3 was distilled off
2. 2
   기타the residue was partitioned between ethyl acetate and aqueous 1N NaOH
3. 3
   세척The organic phase was washed with water
4. 4
   기타dried
5. 5
   기타the solvent was evaporated
6. 6
   기타The residue was chromatographed over silica gel with dichloromethane and chloroform
7. 7
   기타recrystallized from dichloromethane-ethanol

실험 절차

4.57 g of 4-tert-butyl-N-[5-(2-chloro-5-methoxy-phenoxy)-6-hydroxymethyl-2-(morpholin-4-yl)-pyrimidin-4-yl]benzenesulphonamide in 50 ml of POCl3 were stirred with 2.03 g of PCl5 at 20° C. for 2 hours. Thereafter, the POCl3 was distilled off and the residue was partitioned between ethyl acetate and aqueous 1N NaOH. The organic phase was washed with water, dried and the solvent was evaporated. The residue was chromatographed over silica gel with dichloromethane and chloroform, thereafter recrystallized from dichloromethane-ethanol. There were obtained 3.01 g of 4-tert-butyl-N-[5-(2-chloro-5-methoxy-phenoxy)-6-chloromethyl-2-(morpholin-4-yl)-pyrimidin-4-yl]-benzenesulphonamide, m.p. 170° C., MS: M=581.

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