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举例 :可输入Filippa Pettersson 或者 Cancer Res. 75(6) , 1102-12, (2015) 或者10.1002/anie.201600521

Regiospecific synthesis of the aminoimidazoquinoxaline (IQx) mutagens from cooked foods

DE Bierer, JF O'Connell, JR Parquette…

文献索引：Bierer, Donald E.; O'Connell, John F.; Parquette, Jon R.; Thompson, Charles M.; Rapoport, Henry Journal of Organic Chemistry, 1992 , vol. 57, # 5 p. 1390 - 1405

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被引用次数: 9

摘要

A versatile regioepecific synthesis has been developed to prepare the six dimethyl-and trimethyl-substituted 2-aminoimidazoquinoxaline (IQx) regioisomera 35, 36, 37, 38, 39, and 40 for complete and unambiguous characterization. The key reaction step in the synthetic sequence for these angular tricycles is a photodehydrohalogenative cyclization of suitably substituted pyrazinylimidazolylethylene intermediates derived from common pyrazine and ...

methyl 2,5-dibromo-3-methylimidazole-4-carboxylate结构式

methyl 2,5-dibr...

~%

2-[2-(2,5-dibromo-3-methylimidazol-4-yl)prop-2-enyl]-6-methylpyrazine结构式

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2,6-二甲基吡嗪

~%

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2-[2-(2,5-dibro...

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1-(2,5-dibromo-3-methylimidazol-4-yl)ethanone结构式

1-(2,5-dibromo-...

~%

2-[2-(2,5-dibromo-3-methylimidazol-4-yl)prop-2-enyl]-6-methylpyrazine结构式

2-[2-(2,5-dibro...

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tert-butyl 3-(2,5-dibromo-3-methylimidazol-4-yl)-3-oxopropanoate结构式

tert-butyl 3-(2...

~%

2-[2-(2,5-dibromo-3-methylimidazol-4-yl)prop-2-enyl]-6-methylpyrazine结构式

2-[2-(2,5-dibro...

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2-(2,5-dibromo-3-methylimidazol-4-yl)-1-(6-methylpyrazin-2-yl)propan-2-ol结构式

2-(2,5-dibromo-...

~%

2-[2-(2,5-dibromo-3-methylimidazol-4-yl)prop-2-enyl]-6-methylpyrazine结构式

2-[2-(2,5-dibro...

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2-[(E)-2-(2,5-dibromo-3-methylimidazol-4-yl)prop-1-enyl]-6-methylpyrazine结构式

2-[(E)-2-(2,5-d...

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1-(5-bromo-3-methyl-2-methylsulfanylimidazol-4-yl)-2-(6-methylpyrazin-2-yl)ethanone结构式

1-(5-bromo-3-me...

~99%

1-(5-bromo-3-methyl-2-methylsulfanylimidazol-4-yl)-2-(6-methylpyrazin-2-yl)ethanol结构式

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2,6-二甲基吡嗪结构式

2,6-二甲基吡嗪

~%

1-(5-bromo-3-methyl-2-methylsulfanylimidazol-4-yl)-2-(6-methylpyrazin-2-yl)ethanol结构式

1-(5-bromo-3-me...

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methyl 5-bromo-3-methyl-2-methylsulfanylimidazole-4-carboxylate结构式

methyl 5-bromo-...

~%

1-(5-bromo-3-methyl-2-methylsulfanylimidazol-4-yl)-2-(6-methylpyrazin-2-yl)ethanol结构式

1-(5-bromo-3-me...

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1-(5-bromo-3-methyl-2-methylsulfanylimidazol-4-yl)-2-(5-methylpyrazin-2-yl)ethanol结构式

1-(5-bromo-3-me...

~87%

2-[(E)-2-(5-bromo-3-methyl-2-methylsulfanylimidazol-4-yl)ethenyl]-5-methylpyrazine结构式

2-[(E)-2-(5-bro...

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2,5-二甲基吡嗪结构式

2,5-二甲基吡嗪

~%

2-[(E)-2-(5-bromo-3-methyl-2-methylsulfanylimidazol-4-yl)ethenyl]-5-methylpyrazine结构式

2-[(E)-2-(5-bro...

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methyl 5-bromo-3-methyl-2-methylsulfanylimidazole-4-carboxylate结构式

methyl 5-bromo-...

~%

2-[(E)-2-(5-bromo-3-methyl-2-methylsulfanylimidazol-4-yl)ethenyl]-5-methylpyrazine结构式

2-[(E)-2-(5-bro...

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2-[(E)-2-(5-bromo-3-methyl-2-methylsulfanylimidazol-4-yl)ethenyl]-5-methylpyrazine结构式

2-[(E)-2-(5-bro...

~70%

3,8-dimethyl-2-methylsulfanylimidazo[4,5-f]quinoxaline结构式

3,8-dimethyl-2-...

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N-benzyl-3,7-dimethylimidazo[4,5-f]quinoxalin-2-amine结构式

N-benzyl-3,7-di...

~60%

2-氨基-3,7-二甲基咪唑并[4,5-f]喹噁啉结构式

2-氨基-3,7-二甲基咪唑并...

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N-benzyl-3,5,8-trimethylimidazo[4,5-f]quinoxalin-2-amine结构式

N-benzyl-3,5,8-...

~80%

3,5,8-trimethylimidazo(4,5-f)quinoxalin-2-amine结构式

3,5,8-trimethyl...

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2,6-二甲基吡嗪结构式

2,6-二甲基吡嗪

methyl 2,5-dibromo-3-methylimidazole-4-carboxylate结构式

methyl 2,5-dibr...

~%

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1-(2,5-dibromo-...

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N-benzyl-3,8-dimethylimidazo[4,5-f]quinoxalin-2-amine结构式

N-benzyl-3,8-di...

~74%

2-氨基-3,8-二甲基咪唑并[4,5-f]喹恶啉结构式

2-氨基-3,8-二甲基咪唑并...

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2,5-二甲基吡嗪结构式

2,5-二甲基吡嗪

~%

1-(5-bromo-3-methyl-2-methylsulfanylimidazol-4-yl)-2-(5-methylpyrazin-2-yl)ethanol结构式

1-(5-bromo-3-me...

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methyl 5-bromo-3-methyl-2-methylsulfanylimidazole-4-carboxylate结构式

methyl 5-bromo-...

~%

1-(5-bromo-3-methyl-2-methylsulfanylimidazol-4-yl)-2-(5-methylpyrazin-2-yl)ethanol结构式

1-(5-bromo-3-me...

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N-benzyl-3,4,7-trimethylimidazo[4,5-f]quinoxalin-2-amine结构式

N-benzyl-3,4,7-...

~62%

3,4,7-trimethylimidazo[4,5-f]quinoxalin-2-amine结构式

3,4,7-trimethyl...

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3,4,7-trimethyl-2-methylsulfanylimidazo[4,5-f]quinoxaline结构式

3,4,7-trimethyl...

~%

3,4,7-trimethylimidazo[4,5-f]quinoxalin-2-amine结构式

3,4,7-trimethyl...

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3,4,7-trimethyl-2-methylsulfonylimidazo[4,5-f]quinoxaline结构式

3,4,7-trimethyl...

~%

3,4,7-trimethylimidazo[4,5-f]quinoxalin-2-amine结构式

3,4,7-trimethyl...

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methyl 5-bromo-3-methyl-2-methylsulfanylimidazole-4-carboxylate结构式

methyl 5-bromo-...

~%

2-(5-bromo-3-methyl-2-methylsulfanylimidazol-4-yl)-1-(5-methylpyrazin-2-yl)propan-2-ol结构式

2-(5-bromo-3-me...

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tert-butyl 3-(5-bromo-3-methyl-2-methylsulfanylimidazol-4-yl)-3-oxopropanoate结构式

tert-butyl 3-(5...

~%

2-(5-bromo-3-methyl-2-methylsulfanylimidazol-4-yl)-1-(5-methylpyrazin-2-yl)propan-2-ol结构式

2-(5-bromo-3-me...

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2,6-二甲基吡嗪结构式

2,6-二甲基吡嗪

~%

2-[(E)-1-(2,5-dibromo-3-methylimidazol-4-yl)prop-1-en-2-yl]-6-methylpyrazine结构式

2-[(E)-1-(2,5-d...

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methyl 2,5-dibromo-3-methylimidazole-4-carboxylate结构式

methyl 2,5-dibr...

~%

2-[(E)-1-(2,5-dibromo-3-methylimidazol-4-yl)prop-1-en-2-yl]-6-methylpyrazine结构式

2-[(E)-1-(2,5-d...

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1-(2,5-dibromo-3-methylimidazol-4-yl)-2-(6-methylpyrazin-2-yl)ethanone结构式

1-(2,5-dibromo-...

~%

2-[(E)-1-(2,5-dibromo-3-methylimidazol-4-yl)prop-1-en-2-yl]-6-methylpyrazine结构式

2-[(E)-1-(2,5-d...

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1-(2,5-dibromo-3-methylimidazol-4-yl)-2-(6-methylpyrazin-2-yl)propan-1-one结构式

1-(2,5-dibromo-...

~%

2-[(E)-1-(2,5-dibromo-3-methylimidazol-4-yl)prop-1-en-2-yl]-6-methylpyrazine结构式

2-[(E)-1-(2,5-d...

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2-(6-methyl-2-pyrazinyl)-1-(2,4-dibromo-1-methyl-5-imidazolyl)propan-1-ol结构式

2-(6-methyl-2-p...

~%

(Z)-2-(6-methyl-2-pyrazinyl)-1-(2,4-dibromo-1-methyl-5-imidazolyl)prop-1-ene结构式

(Z)-2-(6-methyl...

2-[(E)-1-(2,5-dibromo-3-methylimidazol-4-yl)prop-1-en-2-yl]-6-methylpyrazine结构式

2-[(E)-1-(2,5-d...

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