6-chloro-2-fluoro-9-isopropyl-9H-purine -Drug Synthesis Database

【结构式】

【分子编号】51673

【品名】6-chloro-2-fluoro-9-isopropyl-9H-purine

【CA登记号】

【分子式】C₈H₈ClFN₄

【分子量】214.6295832

【元素组成】C 44.77% H 3.76% Cl 16.52% F 8.85% N 26.1%

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)

The alkylation of 6-chloro-2-fluoropurine (I) with isopropanol (II) under Mitsunobu conditions gives 6-chloro-2-fluoro-9-isopropylpurine (III), which is regioselectively alkylated at the 6 position with 4-methoxybenzylamine (IV) to yield 2-fluoro-9-isopropyl-N6-(4-methoxybenzyl)adenine (V). Finally, the 2-fluoro position of (V) is aminated with perhydroazepine (VI) in n-butanol at high temperature in a sealed tube to afford the target trisubstituted purine.

参考文献中间体

合成目标

【1】 Verdugo, D.E.; et al.; Discovery of estrogen sulfotransferase inhibitors from a purine library screen. J Med Chem 2001, 44, 17, 2683.

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)	51672	6-chloro-2-fluoro-9H-purine		C₅H₂ClFN₄	详情	详情
(II)	19250	2-propanol	67-63-0	C₃H₈O	详情	详情
(III)	51673	6-chloro-2-fluoro-9-isopropyl-9H-purine		C₈H₈ClFN₄	详情	详情
(IV)	15098	4-Methoxybenzylamine; (4-Methoxyphenyl)methanamine	2393-23-9	C₈H₁₁NO	详情	详情
(V)	51674	N-(2-fluoro-9-isopropyl-9H-purin-6-yl)-N-(4-methoxybenzyl)amine; 2-fluoro-9-isopropyl-N-(4-methoxybenzyl)-9H-purin-6-amine		C₁₆H₁₈FN₅O	详情	详情
(VI)	18672	azepane	111-49-9	C₆H₁₃N	详情	详情

Extended Information