Meclinertant, Reminertant, SR-48692
2-[[[1-(7-氯-4-喹啉)-5-(2,6-二甲氧基苯基)-1H-吡唑-3-基]羰基]氨基]-三环[3.3.1.13,7]癸烷-2-羧酸Chemical Name: 2-[1-(7-Chloroquinolin-4-yl)-5-(2,6-dimethoxyphenyl)-1H-pyrazol-3-ylcarboxamido]adamantane-2-carboxylic acid
CAS No. 146362-70-1
项目整合开发状态: Phase II
项目研究机构: Sanofi-Aventis (Originator)
合成路线:The condensation of 2',6'-dimethoxyacetophenone (I) with diethyl oxalate (II) by means of sodium methoxide in refluxing methanol gives the dioxobutyrate (III),which is cyclized with 7-chloroquinoline-4-hydrazine (IV) in refluxing acetic acid yielding the pyrazole derivative (V).The hydrolysis of the ester group of (V) with KOH in refluxing methanol/water affords the corresponding carboxylic acid (VI),which is finally treated with SOCl2 in refluxing toluene and condensed with 2-aminoadamantane-2-carboxylic acid.
📌 参考资料/链接：
参考文献标题:Amido-3-pyrazole derivs.,process for their preparation and pharmaceutical compsns.containing them
文献作者:Boigegrain,R.; Gully,D.; Jeanjean,F.; Molimard,J.-C.(Sanofi-Synthabo )
参考来源:EP 0477049; FR 2665898; JP 1992244065; US 5420141; US 5607958; US 5616592; US 5635526; US 5744491; US 5744493
📄 详细内容
合成路线:The condensation of 2',6'-dimethoxyacetophenone (I) with diethyl oxalate (II) by means of sodium methoxide in refluxing methanol gives the dioxobutyrate (III),which is cyclized with 7-chloroquinoline-4-hydrazine (IV) in refluxing acetic acid yielding the pyrazole derivative (V).The hydrolysis of the ester group of (V) with KOH in refluxing methanol/water affords the corresponding carboxylic acid (VI),which is finally treated with SOCl2 in refluxing toluene and condensed with 2-aminoadamantane-2-carboxylic acid.
参考文献标题:Neurotensin receptor agonists and antagonists
文献作者:Maffrand,J.P.; Gully,D.; Boigegrain,R.; Soubrie,P.; Kitabgi,P.; Rostene,W.; Le Fur,G.
参考来源:Drugs Fut 1993,18(12),1137
产品链接: CAS No. 146362-70-1››