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Synthesis and Characterization of the Biologically Active 2-[1-(4-Chlorobenzyl)-1H-indol-3-yl]-2-oxo-N-pyridin-4-yl Acetamide
European Journal of Organic Chemistry ( IF 2.5 ) Pub Date : 2001-10-01 , DOI: 10.1002/1099-0690(200110)2001:20<3843::aid-ejoc3843>3.0.co;2-p
Martin Knaack , Peter Emig , Jan W. Bats , Michael Kiesel , Arndt Müller , Eckhard Günther

The spectroscopic characterization of the new potent tubulin inhibitor 2-[1-(4-chlorobenzyl)-1H-indol-3-yl]-2-oxo-N-pyridin-4-yl acetamide (D-24851) (7), which is under preclinical development, is described. The synthesis was optimized and follows a straightforward route from the unsubstituted indole via the 1-(4-chlorobenzyl)-indole (3) and the indol-3-yl-2-oxo-acetyl chloride (5) to the indol-3-yl-2-oxo acetamide product. The structure was assigned by sophisticated NMR experiments, for example a 1,1-ADEQUATE experiment, and X-ray crystallography.

中文翻译:

生物活性 2-[1-(4-Chlorobenzyl)-1H-indol-3-yl]-2-oxo-N-pyridin-4-yl Acetamide 的合成和表征

新型强效微管蛋白抑制剂 2-[1-(4-chlorobenzyl)-1H-indol-3-yl]-2-oxo-N-pyridin-4-yl 乙酰胺 (D-24851) (7) 的光谱表征,正在临床前开发中,进行了描述。合成经过优化并遵循从未取代的吲哚通过 1-(4-氯苄基)-吲哚 (3) 和吲哚-3-基-2-氧代-乙酰氯 (5) 到吲哚-3- yl-2-oxo 乙酰胺产物。该结构是通过复杂的 NMR 实验确定的,例如 1,1-充分实验和 X 射线晶体学。
更新日期:2001-10-01
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