반응 #429153

반응 방정식

NH4Cl

6-(4-tert-butyl-phenylsulphonylamino)-4-(2-hydroxy-ethoxy)-5-(3-methoxy-phenoxy)-pyrimidine-2-carboxylic acid

sodium hydride

2-chloropyrimidine

→

4-(4-tert-butyl-phenylsulphonylamino)-5-(3-methoxy-phenoxy)-6-(2-pyrimidin-2-yloxy-ethoxy)-pyrimidine-2-carboxylic acid

수율 69.5%

용매

dimethylacetamide

반응 조건

후처리

1. 1
   세척The reaction mixture was washed with ethyl acetate
2. 2
   추출extracted with chloroform
3. 3
   기타The organic phase was dried
4. 4
   기타the solvent was evaporated
5. 5
   기타the residue was purified over silica gel with chloroform-methanol-water 60:35:5

실험 절차

0.2 g of 6-(4-tert-butyl-phenylsulphonylamino)-4-(2-hydroxy-ethoxy)-5-(3-methoxy-phenoxy)-pyrimidine-2-carboxylic acid in 5 ml of dimethylacetamide was stirred at 20° C. for 3 hours with 0.04 g of sodium hydride and 0.07 g of 2-chloropyrimidine and the mixture was neutralized with saturated NH4Cl solution. The reaction mixture was washed with ethyl acetate. The aqueous phase was adjusted to pH 2 with 1N HCl and extracted with chloroform. The organic phase was dried, the solvent was evaporated and the residue was purified over silica gel with chloroform-methanol-water 60:35:5. There was obtained 0.16 g of 4-(4-tert-butyl-phenylsulphonylamino)-5-(3-methoxy-phenoxy)-6-(2-pyrimidin-2-yloxy-ethoxy)-pyrimidine-2-carboxylic acid, MS: (M+H)+ 596.

출처