1,3-dioxo-1,3-dihydro-2-benzofuran-5-carboxylic acid -Drug Synthesis Database

【结构式】

【分子编号】35074

【品名】1,3-dioxo-1,3-dihydro-2-benzofuran-5-carboxylic acid

【CA登记号】552-30-7

【分子式】C₉H₄O₅

【分子量】192.12776

【元素组成】C 56.26% H 2.1% O 41.64%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(X)

Condensation of 1,2,4-benzenetricarboxylic anhydride (X) with N,N-dimethyl-p-phenylenediamine (XI) in boiling AcOH produced phthalimide (XII). The title amide was then obtained by coupling of acid (XII) with amine (IV) in the presence of HATU, or EDC, HOBt and DMAP in dichloromethane.

参考文献中间体

合成目标

【1】 Prouty, C.; Wang, J.; Kuo, G.-H.; Pulito, V.; Murray, W.V.; Cheung, P.; Jolliffe, L.; Varga, S.; Evangelisto, M.; Design, synthesis, and structure-activity relationships of phthalimide-phenylpiperazines: A novel series of potent and selective alpha1a-adrenergic receptor antagonists. J Med Chem 2000, 43, 11, 2183.
【2】 Murray, W.V.; Kuo, G.-H.; Prouty, C.P. (Ortho-McNeil Pharmaceutical, Inc.); Phthalimido arylpiperazines as alpha 1a receptor antagonists useful in the treatment of benign prostatic hyperplasia. US 6063785; WO 9942445 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(IV)	35069	(2S)-1-amino-3-[4-(2-isopropoxyphenyl)-1-piperazinyl]-2-propanol		C₁₆H₂₇N₃O₂	详情	详情
(X)	35074	1,3-dioxo-1,3-dihydro-2-benzofuran-5-carboxylic acid	552-30-7	C₉H₄O₅	详情	详情
(XI)	35075	N-(4-aminophenyl)-N,N-dimethylamine; N(1),N(1)-dimethyl-1,4-benzenediamine	6219-73-4	C₈H₁₂N₂	详情	详情
(XII)	35076	2-[4-(dimethylamino)phenyl]-1,3-dioxo-5-isoindolinecarboxylic acid		C₁₇H₁₄N₂O₄	详情	详情

Extended Information