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【结 构 式】

【分子编号】64982

【品名】6-chloro-9-{[2-(methyloxy)phenyl]methyl}-9H-purin-2-amine; 6-chloro-9-{[2-(methyloxy)phenyl]methyl}-9H-purin-2-ylamine

【CA登记号】

【 分 子 式 】C13H12ClN5O

【 分 子 量 】289.72408

【元素组成】C 53.89% H 4.17% Cl 12.24% N 24.17% O 5.52%

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)

Alkylation of 2-amino-6-chloropurine (I) with 2-methoxybenzyl chloride (II) in the presence of K2CO3 and Bu4NI gives the 9-substituted purine (III). Amino purine (III) is converted into the corresponding 2-iodo derivative (IV) by treatment with isoamyl nitrite in hot diiodomethane. Finally, displacement of the 6-chloro group of (IV) with methylamine furnishes the desired adenine derivative.

1 Raboisson, P.; Lugnier, C.; Muller, C.; Reimund, J.-M.; Schultz, D.; Pinna, G.; Le Bec, A.; Basaran, H.; Desaubry, L.; Gaudiot, F.; Seloum, M.; Bourguignon, J.-J.; Design, synthesis and structure-activity relationships of a series of 9-substituted adenine derivatives as selective phosphodiesterase type-4 inhibitors. Eur J Med Chem 2003, 38, 2, 199.
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) 11644 6-Chloro-9H-purin-2-amine; 6-Chloro-9H-purin-2-ylamine; 2-Amino-6-chloropurine 10310-21-1 C5H4ClN5 详情 详情
(II) 31017 2-(chloromethyl)phenyl methyl ether; 1-(chloromethyl)-2-methoxybenzene 7035-02-1 C8H9ClO 详情 详情
(III) 64982 6-chloro-9-{[2-(methyloxy)phenyl]methyl}-9H-purin-2-amine; 6-chloro-9-{[2-(methyloxy)phenyl]methyl}-9H-purin-2-ylamine C13H12ClN5O 详情 详情
(IV) 64983 2-[(6-chloro-2-iodo-9H-purin-9-yl)methyl]phenyl methyl ether; 6-chloro-2-iodo-9-{[2-(methyloxy)phenyl]methyl}-9H-purine C13H10ClIN4O 详情 详情
Extended Information