تفاعل #84397

معادلة التفاعل

methyl 3-acetaminocrotonate

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

trimethylaluminum

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title compound

المردود 7.0%

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

المردود 7.0%

المذيبات

CH2Cl2

CH2Cl2

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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:

المصدر