반응 #84397

반응 방정식

methyl 3-acetaminocrotonate

2-(4-morpholinophenyl)thiazol-5-amine

trimethylaluminum

→

title compound

수율 7.0%

2,6-dimethyl-3-(2-(4-morpholinophenyl)thiazol-5-yl)pyrimidin-4(3H)-one

수율 7.0%

용매

CH2Cl2

CH2Cl2

반응 조건

후처리

1. 1
   workup.STIRRINGThe reaction mixture was stirred at rt overnight
2. 2
   기타quenched with saturated NH4Cl aqueous solution
3. 3
   추출extracted with CH2Cl2 (50 mL×3)
4. 4
   건조The combined organic phases were dried over anhydrous Na2SO4
5. 5
   농축concentrated in vacuo
6. 6
   기타The residue was purified by preparative TLC

실험 절차

To a solution of 2-(4-morpholinophenyl)thiazol-5-amine (0.20 g, 0.77 mmol) in CH2Cl2 (20 mL) was added trimethylaluminum (2.3 mL, 4.6 mmol, 2 M in toluene) dropwise at rt. The reaction mixture was stirred at rt for 1 h, followed by the addition of a solution of methyl 3-acetaminocrotonate (132 mg, 0.84 mmol) in anhydrous CH2Cl2 (5 mL). The reaction mixture was stirred at rt overnight, then quenched with saturated NH4Cl aqueous solution and extracted with CH2Cl2 (50 mL×3). The combined organic phases were dried over anhydrous Na2SO4 and concentrated in vacuo. The residue was purified by preparative TLC to give the title compound as a pale yellow solid (20 mg, 7%). The compound was characterized by the following spectroscopic data:

출처