반응 #56791

반응 방정식

ethyl 4-bromobutyrate

compound 7h

3-[2(R)-amino-2-phenylethyl]-5-(2-chloro-3-methoxyphenyl)-1-[2-fluoro-6-(trifluoromethyl)benzyl]pyrimidine-2,4(1H,3H)-dione

Na2CO3

→

compound 7i

수율 53.4%

3-[2(R)-{ethoxycarbonylpropyl-amino}-2-phenylethyl]-5-(2-chloro-3-methyoxyphenyl)-1-[2-fluoro-6-(trifluoromethyl)benzyl]pyrimidine-2,4(1H,3H) -dione

수율 53.4%

용매

DMF

반응 조건

후처리

1. 1
   온도cooled to room temperature
2. 2
   기타partitioned between ethyl acetate and H2O
3. 3
   세척The organic layer was washed with brine
4. 4
   건조dried over Na2SO4
5. 5
   농축concentrated
6. 6
   기타The residue was purified by column chromatography on silica gel with ethyl acetate/hexanes/triethylamine 500/500/5

실험 절차

To a solution of compound 7h (2.0 g, 3.65 mmol) in DMF (8 mL) was added Na2CO3 (0.47 g, 4.38 mmol) followed by ethyl 4-bromobutyrate (0.83 mL, 5.48 mmol). The mixture was heated at 95° C. for 1.5 hours, cooled to room temperature, and partitioned between ethyl acetate and H2O. The organic layer was washed with brine, dried over Na2SO4 and concentrated. The residue was purified by column chromatography on silica gel with ethyl acetate/hexanes/triethylamine 500/500/5 to afford compound 7i (1.29 g) as a white solid. MS (CI) m/z 662.2, 664.2 (MH+)

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