反応 #8886

反応方程式

diisopropylethylamine

product

[3-Amino-5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)furo[2,3-b]pyridin-2-yl](pyridin-3-yl)methanone

methyl chloroformate

→

title compound

Methyl 5-(4-chlorophenyl)-6-(2,4-dichlorophenyl)-2-(pyridin-3-ylcarbonyl)furo[2,3-b]pyridin-3-ylcarbamate

溶媒

CH2Cl2

反応条件

後処理

1. 1
   workup.ADDITIONAfter the addition
2. 2
   その他The reaction was quenched with saturated NaHCO3 solution
3. 3
   その他The reaction mixture was partitioned between ethyl acetate and saturated NaHCO3 solution
4. 4
   洗浄The organic layer was washed twice with saturated NaHCO3 solution, brine
5. 5
   乾燥dried (Na2SO4)
6. 6
   ろ過filtered
7. 7
   濃縮concentrated in vacuo
8. 8
   その他Purification by MPLC (silica gel; 0% to 30% ethyl acetate:hexane gradient)

実験手順

A solution of 0.030 g (0.0607 mmol) of the product from Example 26 in CH2Cl2 (0.6 mL) at 0° C. was treated with methyl chloroformate (5 μL; 0.0607 mmol) followed by diisopropylethylamine (10 μL; 0.0607 mmol). After the addition, the reaction mixture was warmed to room temperature and stirred for 16 hours. The reaction was quenched with saturated NaHCO3 solution. The reaction mixture was partitioned between ethyl acetate and saturated NaHCO3 solution. The organic layer was washed twice with saturated NaHCO3 solution, brine, dried (Na2SO4), filtered, and concentrated in vacuo. Purification by MPLC (silica gel; 0% to 30% ethyl acetate:hexane gradient) gave the title compound. HPLC/MS: 551.9 (M+1), 553.9 (M+3); Rt=4.24 min.

出典