تفاعل #84391

معادلة التفاعل

methyl 3-acetaminocrotonate

2-(4-(diethylamino)phenyl)thiazol-5-amine

trimethylaluminum

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title compound

المردود 3.0%

3-(2-(4-(diethylamino)phenyl)thiazol-5-yl)-2,6-dimethylpyrimidin-4(3H)-one

المردود 3.0%

المذيبات

CH2Cl2

CH2Cl2

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGThe reaction mixture was stirred at rt for 3 days
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 Na2SO4
5. 5
   تركيزconcentrated in vacuo
6. 6
   أخرىThe residue was purified by a silica gel column chromatography

الإجراء التجريبي

To a solution of 2-(4-(diethylamino)phenyl)thiazol-5-amine (0.45 g, 1.82 mmol) in CH2Cl2 (20 mL) was added trimethylaluminum (4.5 mL, 9.0 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 ((315 mg, 2 mmol) in anhydrous CH2Cl2 (5 mL). The reaction mixture was stirred at rt for 3 days, then quenched with saturated NH4Cl aqueous solution and extracted with CH2Cl2 (50 mL×3). The combined organic phases were dried over Na2SO4 and concentrated in vacuo. The residue was purified by a silica gel column chromatography to give the title compound as a yellow solid (22 mg, 3%). The compound was characterized by the following spectroscopic data:

المصدر