2-chloro-N-cyclobutyl-9H-purin-6-amine; N-(2-chloro-9H-purin-6-yl)-N-cyclobutylamine -Drug Synthesis Database

【结构式】

【分子编号】58378

【品名】2-chloro-N-cyclobutyl-9H-purin-6-amine; N-(2-chloro-9H-purin-6-yl)-N-cyclobutylamine

【CA登记号】

【分子式】C₉H₁₀ClN₅

【分子量】223.6648

【元素组成】C 48.33% H 4.51% Cl 15.85% N 31.31%

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)

2,6-Dichloropurine (I) is condensed with cyclobutylamine (II) in the presence of diisopropylethylamine in hot butanol to produce the 6-cyclobutylamino purine (III). The 2-chloro group of purine (III) is then displaced with 4-amino-N-methylacetanilide (IV) in N-methylpyrrolidone at 145 C to furnish the target diamino purine derivative.

参考文献中间体

合成目标

【1】 Bammerlin, H.; Le Grand, D.; Hayler, J.; et al.; Novel 2,6-disubstituted purines - The synthesis of potent and selective inhibitors of the protein tyrosine kinase Syk. Drugs Fut 2002, 27, Suppl. A.
【2】 Menear, K.A.; Mattes, H.; Collingwood, S.P.; Walker, C.V.; Hayler, J.; Le Grand, D.M.; Cockcroft, X.-L. (Novartis AG; Novartis-Erfindungen VmbH); Purine derivs. inhibitors of tyrosine protein kinase syk. EP 1200435; WO 0109134 .

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)	25254	2,6-dichloro-9H-purine	5451-40-1	C₅H₂Cl₂N₄	详情	详情
(II)	58377	cyclobutylamine; cyclobutanamine; Aminocyclobutane	2516-34-9	C₄H₉N	详情	详情
(III)	58378	2-chloro-N-cyclobutyl-9H-purin-6-amine; N-(2-chloro-9H-purin-6-yl)-N-cyclobutylamine		C₉H₁₀ClN₅	详情	详情
(IV)	58379	N-(4-aminophenyl)-N-methylacetamide; 4'-amino-N-methylacetanilide		C₉H₁₂N₂O	详情	详情

Extended Information