반응 #84368

반응 방정식

methyl 3-acetaminocrotonate

3-fluoro-4-morpholinoaniline

trimethylaluminium

N2

→

title compound

수율 67.1%

3-(3-fluoro-4-morpholinophenyl)-2,6-dimethylpyrimidin-4(3H)-one

수율 67.1%

용매

CH2Cl2

CH2Cl2

반응 조건

후처리

1. 1
   workup.STIRRINGThe reaction was stirred at rt for 5 h
2. 2
   기타quenched with saturated NH4Cl aqueous solution
3. 3
   추출extracted with CH2Cl2
4. 4
   세척The combined organic phases were washed with water
5. 5
   건조dried over anhydrous Na2SO4
6. 6
   농축concentrated in vacuo
7. 7
   기타The residue was recrystallized from EtOAc

실험 절차

To a solution of 3-fluoro-4-morpholinoaniline (11.0 g, 56 mmol) in CH2Cl2 (200 mL) was added trimethylaluminium (168 mL, 168 mmol, 1 M in heptane) dropwise carefully under N2. The mixture was stirred at rt for 20 min, followed by the addition of a solution of methyl 3-acetaminocrotonate (10.57 g, 67 mmol) in CH2Cl2 (30 mL). The reaction was stirred at rt for 5 h, then quenched with saturated NH4Cl aqueous solution and extracted with CH2Cl2. The combined organic phases were washed with water, dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was recrystallized from EtOAc to give the title compound as a pale yellow solid (11.39 g, 67%). The compound was characterized by the following spectroscopic data:

출처