842470, GW-842470, AWD-12-281-药物合成数据库

【药物名称】842470, GW-842470, AWD-12-281

化学结构式(Chemical Structure):

参考文献No.	41046
标题:	New hydroxyindoles, their use as phosphodiesterase 4 inhibitors and method for producing same
作者:	H鰂gen, N.; Kronbach, T.; Plymeropoulos, E.; Marx, D.; Heer, S.; Szelenyi, S.; Egerland, U.; Poppe, H. (Arzneimittelwerk Dresden GmbH)
来源:	CA 2270301; DE 19818964; WO 9955696

合成路线图解说明: The reaction of 5-methoxyindol (I) with 4-fluorobenzyl chloride in DMF gives 5-methoxy-1-(4-fluorobenzyl)indol (II). This compound is acylated with oxalyl chloride, yielding 5-methoxy-[1-(4-fluorobenzyl)indol-3-yl]glyoxylic acid chloride (III), which is transformed with 4-amino-3,5-dichloropyridine into the corresponding amide (IV). The reaction of (IV) with borontribromide in toluene cleaves the methoxy group, yielding AWD 12-281.

参考文献No.	651710
标题:	AWD 12-281
作者:	H鰂gen, N.; Schupke, H.; Marx, D.; Gasparic, A.; Kronbach, T.; Hartenhauer, H.; Szelenyi, I.; Krone, D.; Hempel, R.; Kiss, H.; Berthold, K.; Egerland, U.; Olbrich, M.; Heer, S.; Rundfelt, C.
来源:	Drugs Fut 2002,27(2),111

合成路线图解说明: The reaction of 5-methoxyindol (I) with 4-fluorobenzyl chloride in DMF gives 5-methoxy-1-(4-fluorobenzyl)indol (II). This compound is acylated with oxalyl chloride, yielding 5-methoxy-[1-(4-fluorobenzyl)indol-3-yl]glyoxylic acid chloride (III), which is transformed with 4-amino-3,5-dichloropyridine into the corresponding amide (IV). The reaction of (IV) with borontribromide in toluene cleaves the methoxy group, yielding AWD 12-281.