반응 #65372

반응 방정식

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

sodium borohydride

→

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

수율 65.5%

용매

ethanol

반응 조건

후처리

1. 1
   workup.DISTILLATIONThereafter, the ethanol was distilled off
2. 2
   기타the residue was partitioned between chloroform and 1N HCI
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
7. 7
   기타After recrystallization from dichloromethane-ethanol there

실험 절차

7 g of 4-tert-butyl-N-[5-(2-chloro-5-methoxy-phenoxy)-6-formyl-2-(morpholin-4-yl)-pyrimidin-4-yl]-benzenesulphonamide in 300 mi of ethanol were treated with 0.9 g of sodium borohydride. The reaction mixture was stirred at 80° C. for 1 hour. Thereafter, the ethanol was distilled off and the residue was partitioned between chloroform and 1N HCI. The organic phase was washed with water and dried, the solvent was evaporated and the residue was chromatographed over silica gel with dichloromethane. After recrystallization from dichloromethane-ethanol there were obtained 4.6 g of 4-tert-butyl-N-[5-(2-chloro-5-methoxy-phenoxy)-6-hydroxymethyl-2-(morpholin-4-yl)-pyrimidin-4-yl]-benzenesulphonamide, m.p. 103° C., MS: M=563.

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