N-[(1R,5S)-9-azabicyclo[3.3.1]non-3-yl]-1-methyl-1H-indazole-3-carboxamide -Drug Synthesis Database

【结构式】

【分子编号】28070

【品名】N-[(1R,5S)-9-azabicyclo[3.3.1]non-3-yl]-1-methyl-1H-indazole-3-carboxamide

【CA登记号】

【分子式】C₁₇H₂₂N₄O

【分子量】298.38804

【元素组成】C 68.43% H 7.43% N 18.78% O 5.36%

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：(III)

A synthesis of [11C]-granisetron has been published: The desmethylation of granisetron (I) with vinyl chloroformate in refluxing dichloroethane gives the intermediate vinyl ester (II), which is decarboxylated with dry HCl in dichloromethane yielding the desmethylgranisetron (III). Finally, this compound is methylated with [11C]-methyl iodide and NaOH in DMF at 145 C.

参考文献中间体

合成目标

【1】 Vandersteene, I.; Dierckx, R.A.; Slegers, G.; Audenaert, K.; Synthesis of [C-11]granisetron, a possible positron emission tomography ligand for 5-HT3 receptor studies. J Label Compd Radiopharm 1998, 41, 3, 171.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(A)	28068	1-[(Chlorocarbonyl)oxy]ethylene; Vinyl chloroformate	5130-24-5	C₃H₃ClO₂	详情	详情
(I)	28067	Granisetron; 1-Methyl-N-[(1R,5S)-9-methyl-9-azabicyclo[3.3.1]non-3-yl]-1H-indazole-3-carboxamide		C₁₈H₂₄N₄O	详情	详情
(II)	28069	vinyl (1R,5S)-3-[[(1-methyl-1H-indazol-3-yl)carbonyl]amino]-9-azabicyclo[3.3.1]nonane-9-carboxylate		C₂₀H₂₄N₄O₃	详情	详情
(III)	28070	N-[(1R,5S)-9-azabicyclo[3.3.1]non-3-yl]-1-methyl-1H-indazole-3-carboxamide		C₁₇H₂₂N₄O	详情	详情

Extended Information