tert-butyl 4-{4-amino-1-[4-(4-methyl-1-piperazinyl)cyclohexyl]-1H-pyrazolo[3,4-d]pyrimidin-3-yl}-2-methoxyphenylcarbamate -Drug Synthesis Database

【结构式】

【分子编号】58342

【品名】tert-butyl 4-{4-amino-1-[4-(4-methyl-1-piperazinyl)cyclohexyl]-1H-pyrazolo[3,4-d]pyrimidin-3-yl}-2-methoxyphenylcarbamate

【CA登记号】

【分子式】C₂₈H₄₀N₈O₃

【分子量】536.67772

【元素组成】C 62.66% H 7.51% N 20.88% O 8.94%

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：(XII)

Suzuki coupling between the pyrazolopyrimidinyl iodide (IX) and the pinacol arylboronate derivative (XI) provides the 3-aryl pyrazolopyrimidine (XII). The N-Boc protecting group of (XII) is then removed under acidic conditions to give aniline (XIII). Acid chloride (XV), prepared by chlorination of 1-methyl-2-indolecarboxylic acid (XIV) is finally coupled to aniline (XIII) to furnish the title amide.

参考文献中间体

合成目标

【1】 Hirst, G.C.; Rafferty, P.; Ritter, K.; Arnold, L.D.; Wishart, N.; Calderwood, D.; Friedman, M.M. (BASF AG); Pyrazolopyrimidines as therapeutic agents. EP 1212327; WO 0119829 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(IX)	57054	3-iodo-1-[4-(4-methyl-1-piperazinyl)cyclohexyl]-1H-pyrazolo[3,4-d]pyrimidin-4-amine; 3-iodo-1-[4-(4-methyl-1-piperazinyl)cyclohexyl]-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine		C₁₆H₂₄IN₇	详情	详情
(XI)	58341	tert-butyl 2-methoxy-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylcarbamate		C₁₈H₂₈BNO₅	详情	详情
(XII)	58342	tert-butyl 4-{4-amino-1-[4-(4-methyl-1-piperazinyl)cyclohexyl]-1H-pyrazolo[3,4-d]pyrimidin-3-yl}-2-methoxyphenylcarbamate		C₂₈H₄₀N₈O₃	详情	详情
(XIII)	58343	3-(4-amino-3-methoxyphenyl)-1-[4-(4-methyl-1-piperazinyl)cyclohexyl]-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine; 3-(4-amino-3-methoxyphenyl)-1-[4-(4-methyl-1-piperazinyl)cyclohexyl]-1H-pyrazolo[3,4-d]pyrimidin-4-amine		C₂₃H₃₂N₈O	详情	详情
(XIV)	58344	1-methyl-1H-indole-2-carboxylic acid; 1-methylindole-2-carboxylic acid	16136-58-6	C₁₀H₉NO₂	详情	详情
(XV)	58545	3-ethyl-7,8-dihydro-3H-pyrazolo[4',3':5,6]pyrido[3,4-d]pyridazine-6,9-dione		C₁₀H₉N₅O₂	详情	详情

Extended Information