反応 #56791

反応方程式

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

収率 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

収率 53.4%

溶媒

DMF

反応条件

後処理

1. 1
   温度cooled to room temperature
2. 2
   その他partitioned between ethyl acetate and H2O
3. 3
   洗浄The organic layer was washed with brine
4. 4
   乾燥dried over Na2SO4
5. 5
   濃縮concentrated
6. 6
   その他The residue was purified by column chromatography on silica gel with ethyl acetate/hexanes/triethylamine 500/500/5

実験手順

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+)

出典