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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

Efficient synthesis of novel NK1 receptor antagonists: selective 1, 4-addition of grignard reagents to 6-chloronicotinic acid derivatives

F Hoffmann-Emery, H Hilpert, M Scalone…

文献索引：Hoffmann-Emery, Fabienne; Hilpert, Hans; Scalone, Michelangelo; Waldmeier, Pius Journal of Organic Chemistry, 2006 , vol. 71, # 5 p. 2000 - 2008

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被引用次数: 29

摘要

A new efficient synthesis of two novel classes of NK1 receptor antagonists, among them befetupitant and netupitant, starting from 6-chloronicotinic acid is described. The introduction of the o-tolyl substituent at C (4) of the pyridine ring was achieved by a one-pot selective 1, 4- Grignard addition/oxidation sequence to 6-chloronicotinic acid or a derivative of it. The scope of this addition/oxidation sequence was examined. It was also shown that the ...

α,α-dimethyl-3,5-bis(trifluoromethyl)benzeneacetyl chloride结构式

α,α-dimethyl-3,...

N-methyl-N-[6-(morpholin-4-yl)-4-(o-tolyl)pyridin-3-yl]amine结构式

N-methyl-N-[6-(...

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Befetupitant结构式

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N-叔丁基-6-氯-4-邻甲苯基烟酰胺结构式

N-叔丁基-6-氯-4-邻甲苯基烟酰胺

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Befetupitant结构式

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4-(2-methylphenyl)-6-morpholin-4-ylpyridine-3-carboxamide结构式

4-(2-methylphen...

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Befetupitant结构式

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N-TERT-BUTYL-6-MORPHOLIN-4-YL-4-O-TOLYL-NICOTINAMIDE结构式

N-TERT-BUTYL-6-...

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Befetupitant结构式

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N-tert-butyl-6-(morpholin-4-yl)-nicotinamide结构式

N-tert-butyl-6-...

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Befetupitant结构式

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N-benzyl-6-chloro-4-(o-tolyl)nicotinamide结构式

N-benzyl-6-chlo...

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Befetupitant结构式

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[6-(morpholin-4-yl)-4-(o-tolyl)pyridin-3-yl]carbamic acid methyl ester结构式

[6-(morpholin-4...

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Befetupitant结构式

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N-benzyl-6-(morpholin-4-yl)-4-(o-tolyl)nicotinamide结构式

N-benzyl-6-(mor...

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Befetupitant结构式

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1,3-双(三氟甲基)-5-溴苯结构式

1,3-双(三氟甲基)-5-溴苯

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Befetupitant结构式

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2-[3,5-双(三氟甲基)苯基]丙-2-醇结构式

2-[3,5-双(三氟甲基)苯...

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Befetupitant结构式

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2-(3,5-双-三氟甲基-苯基)- 2-甲基-丙酸结构式

2-(3,5-双-三氟甲基-苯...

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Befetupitant结构式

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N-TERT-BUTYL-6-MORPHOLIN-4-YL-4-O-TOLYL-NICOTINAMIDE结构式

N-TERT-BUTYL-6-...

~96%

4-(2-methylphenyl)-6-morpholin-4-ylpyridine-3-carboxamide结构式

4-(2-methylphen...

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N-benzyl-6-(morpholin-4-yl)-4-(o-tolyl)nicotinamide结构式

N-benzyl-6-(mor...

~39%

4-(2-methylphenyl)-6-morpholin-4-ylpyridine-3-carboxamide结构式

4-(2-methylphen...

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6-氯吡啶-3-羰酰氯结构式

6-氯吡啶-3-羰酰氯

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4-(2-methylphenyl)-6-morpholin-4-ylpyridine-3-carboxamide结构式

4-(2-methylphen...

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6-氯烟酸结构式

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4-(2-methylphenyl)-6-morpholin-4-ylpyridine-3-carboxamide结构式

4-(2-methylphen...

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N-Benzyl-6-chloro-nicotinamide结构式

N-Benzyl-6-chlo...

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4-(2-methylphenyl)-6-morpholin-4-ylpyridine-3-carboxamide结构式

4-(2-methylphen...

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N-tert-butyl-6-(morpholin-4-yl)-nicotinamide结构式

N-tert-butyl-6-...

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4-(2-methylphenyl)-6-morpholin-4-ylpyridine-3-carboxamide结构式

4-(2-methylphen...

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N-benzyl-6-chloro-4-(o-tolyl)nicotinamide结构式

N-benzyl-6-chlo...

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4-(2-methylphenyl)-6-morpholin-4-ylpyridine-3-carboxamide结构式

4-(2-methylphen...

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carbon monoxide结构式

carbon monoxide

2-[3,5-双(三氟甲基)苯基]丙-2-醇结构式

2-[3,5-双(三氟甲基)苯...

~97%

2-(3,5-双-三氟甲基-苯基)- 2-甲基-丙酸结构式

2-(3,5-双-三氟甲基-苯...

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1,3-双(三氟甲基)-5-溴苯结构式

1,3-双(三氟甲基)-5-溴苯

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2-(3,5-双-三氟甲基-苯基)- 2-甲基-丙酸结构式

2-(3,5-双-三氟甲基-苯...

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6-氯烟酸结构式

~%

6-氯-N,N-二乙基-烟酰胺结构式

6-氯-N,N-二乙基-烟酰胺

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6-氯吡啶-3-羰酰氯结构式

6-氯吡啶-3-羰酰氯

叔丁胺结构式

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6-氯烟酰叔丁胺结构式

6-氯烟酰叔丁胺

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6-氯烟酸结构式

N,N-二甲基甲酰胺二叔丁基缩醛结构式

N,N-二甲基甲酰胺二叔丁基缩醛

~87%

6-氯烟酸叔丁酯结构式

6-氯烟酸叔丁酯

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6-氯烟酸结构式

~%

6-氯-N-甲基-烟酰胺结构式

6-氯-N-甲基-烟酰胺

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