• English
  • 简体中文
Login Register
Current Location: Home > Feedback Help Print

【结 构 式】

【分子编号】14120

【品名】1-Pyrrolidinyl(4,5,6,7-tetrahydro-1H-benzimidazol-5-yl)methanone

【CA登记号】

【 分 子 式 】C12H17N3O

【 分 子 量 】219.2866

【元素组成】C 65.73% H 7.81% N 19.16% O 7.3%

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:(II)

The Vilsmeier-type reaction of 1-methylindole (I) with 5-(1-pyrrolidinocarbonyl)-4,5,6,7-1H-tetrahydrobenzimidazole hydrochloride (II) and phosphorous oxychloride in 1,2-dichloroethane gives (±)-5-[(1-methyl-3-indolyl)carbonyl]-4,5,6,7-tetrahydro-1H-benzimidazol e (III). Optical resolution of (III) with (+)-dibenzoyltartaric acid (DIBTA) in DMF-H2O, followed by exchange of the salt affords YM060.

1 Ohta, M.; Koide, T.; Suzuki, T.; Matsuhisa, A.; Miyata, K.; Ohmori, J.-Y.; Yanagisawa, I. (Yamanouchi Pharmaceutical Co., Ltd.); Tetrahydrobenzimidazole derivs. AU 9048890; EP 0381422; JP 1991223278; US 5344927 .
2 Ohmori, J.; Yanagisawa, I.; Matsuhisa, A.; Suzuki, T.; Furuya, T.; Ohta, M.; Miyata, K.; Koide, T.; Synthesis and 5-HT3 antagonistic activities of 4,5,6,7-tetrahydrobenzimidazole derivatives. 200th ACS Natl Meet (Aug 26-31, Washington DC) 1990, Abst MEDI 39..
3 Miyata, K.; Ohta, M.; YM060. Drugs Fut 1992, 17, 1, 28.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(I) 14119 1-Methylindole; 1-Methyl-1H-indole 603-76-9 C9H9N 详情 详情
(II) 14120 1-Pyrrolidinyl(4,5,6,7-tetrahydro-1H-benzimidazol-5-yl)methanone C12H17N3O 详情 详情
(III) 14121 (1-Methyl-1H-indol-3-yl)(4,5,6,7-tetrahydro-1H-benzimidazol-5-yl)methanone C17H17N3O 详情 详情
Extended Information