反応 #424246

反応方程式

3-(3,5-Dibromo-2-oxo-1(2H)-pyrazinyl)-5-fluoro-4-methyl-benzoic acid, ethyl ester

α,α-Dimethyl-2-(phenylmethoxy)-benzenemethanamine

N-ethyldiisopropylamine

→

subtitle product

収率 99.9%

3-[5-Bromo-3-[[1-methyl-1-[2-(phenylmethoxy)phenyl]ethyl]amino]-2-oxo-1(2H)-pyrazinyl]-5-fluoro-4-methyl-benzoic acid, ethyl ester

収率 99.9%

溶媒

dioxane

water

反応条件

後処理

1. 1
   抽出extracted with ethyl acetate (100 mL×2)
2. 2
   乾燥The combined organics were dried (MgSO4)
3. 3
   ろ過filtered
4. 4
   その他evaporated
5. 5
   その他to afford the crude product
6. 6
   その他This was purified by (SiO2 chromatography eluting with dichloromethane)

実験手順

3-(3,5-Dibromo-2-oxo-1(2H)-pyrazinyl)-5-fluoro-4-methyl-benzoic acid, ethyl ester (Example 169d, 1.137 g, 2.62 mmol) was dissolved in dioxane (10 mL). α,α-Dimethyl-2-(phenylmethoxy)-benzenemethanamine (Example 134a, 0.63 g) and N-ethyldiisopropylamine (0.67 mL, 3.93 mmol) were added under nitrogen and the resulting solution was stirred at 100° C. for 10 h. The reaction mixture was diluted with water (50 mL), and extracted with ethyl acetate (100 mL×2). The combined organics were dried (MgSO4), filtered and evaporated to afford the crude product. This was purified by (SiO2 chromatography eluting with dichloromethane) to afford the subtitle product (1.55 g).

出典