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【结 构 式】

【分子编号】60973

【品名】2-(2-isopropyl-2,3-dihydro-1H-inden-5-yl)propanenitrile

【CA登记号】

【 分 子 式 】C15H19N

【 分 子 量 】213.3226

【元素组成】C 84.46% H 8.98% N 6.57%

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)

The Friedel-Kraft's reaction of 2-isopropylindan (I) with acetic anhydride in methylene chloride gives 2-isopropyl-5-acetylindan (VII), which is reduced with KBH4 in methanol yielding 2-isopropyl-5-(1-hydroxyethyl)indan (VIII). The treatment of (VIII) with SOCl2 in benzene affords 2-isopropyl-5-(1-chloroethyl)indan (IX), which by reaction with NaCN in hot HMPA yields 2-(2-isopropyl-5-indanyl)propionitrile (X). Finally this compound is hydrolyzed with H2SO4 in refluxing acetic acid - water

1 Teulon, J.M.; et al.; Antiinflammatory and analgesic diastereoisomeric derivatives of indan-5-acetic acid. J Med Chem 1978, 21, 4, 901.
2 Teulon, J,M,; et al. (Hexachimie SA); BE 824522; CA 1063618; CH 603533; CH 605567; DD 117209; DD 118271; DD 123319; DE 2504689; FR 2260334; GB 1492175; JP 76125367; JP 76125368; NL 7501518; NL 7501519; US 4069326; US 4088787; US 4182896; ZA 7500707 .
3 Blancafort, P.; Serradell, M.N.; Castaner, J.; Arrigoni, Martelli, E.; Isoprofen. Drugs Fut 1981, 6, 8, 471.
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) 60960 2-isopropylindane C12H16 详情 详情
(VII) 60965 1-(2-isopropyl-2,3-dihydro-1H-inden-5-yl)-1-ethanone C14H18O 详情 详情
(VIII) 60971 1-(2-isopropyl-2,3-dihydro-1H-inden-5-yl)-1-ethanol C14H20O 详情 详情
(IX) 60972 5-(1-chloroethyl)-2-isopropylindane C14H19Cl 详情 详情
(X) 60973 2-(2-isopropyl-2,3-dihydro-1H-inden-5-yl)propanenitrile C15H19N 详情 详情
Extended Information