反応 #1605779

反応方程式

2-(5-methylpyridin-2-yl)ethanamine

(2-methoxy-4-methylphenyl)methanamine hydrochloride salt

triethylamine

ethyl 2-chloro-2-oxoacetate

→

N1-(2-methoxy-4-methylbenzyl)-N2-(2-(5-methylpyridin-2-yl)ethyl) oxalamide

収率 30.0%

溶媒

acetonitrile

反応条件

後処理

1. 1
   workup.ADDITIONAfter the addition
2. 2
   温度The reaction was heated
3. 3
   温度at reflux for 24 hours
4. 4
   その他After removal of the solvent
5. 5
   workup.DISSOLUTIONthe residue was dissolved in ethyl acetate
6. 6
   洗浄washed successively with water and brine
7. 7
   乾燥dried over MgSO4
8. 8
   ろ過filtered
9. 9
   その他evaporated
10. 10
    洗浄The residue was washed with methyl t-butyl ether (20 mL)
11. 11
    その他recrystallized from ethanol

実験手順

To a mixture of 1.8 g of (2-methoxy-4-methylphenyl)methanamine hydrochloride salt and triethylamine (5.1 mL, 3 equiv.) in dry acetonitrile (45 mL) was added ethyl 2-chloro-2-oxoacetate (1.47 mL, 1 equiv.) dropwise at 0° C. under nitrogen atmosphere. After the addition was complete, the reaction mixture was stirred at room temperature for 2 hours and 2-(5-methylpyridin-2-yl)ethanamine (2.52 g, 1.4 equiv.) was added. The reaction was heated at reflux for 24 hours. After removal of the solvent, the residue was dissolved in ethyl acetate and washed successively with water and brine, dried over MgSO4, filtered, and evaporated. The residue was washed with methyl t-butyl ether (20 mL) and recrystallized from ethanol to give 1.3 g of N1-(2-methoxy-4-methylbenzyl)-N2-(2-(5-methylpyridin-2-yl)ethyl) oxalamide as a white powder (yield 30%).

出典