921197-86-6

Basic information

• Product Name: N-benzyl-(3H-imidazo[2,1-i]purin-7-yl)methylamine
• CAS NO: 921197-86-6
• Molecular Weight: 278.316
• Mol File: 921197-86-6.mol

Chemical Properties

• CAS DataBase Reference: N-benzyl-(3H-imidazo[2,1-i]purin-7-yl)methylamine(CAS DataBase Reference)
• NIST Chemistry Reference: N-benzyl-(3H-imidazo[2,1-i]purin-7-yl)methylamine(921197-86-6)
• EPA Substance Registry System: N-benzyl-(3H-imidazo[2,1-i]purin-7-yl)methylamine(921197-86-6)

Safety Data

• Hazardous Substances Data: 921197-86-6(Hazardous Substances Data)

Upstream product

• 19263-02-6 2-bromomalonaldehyde 
• 98796-53-3 N₆-benzoyl-5'-O-(4,4'-dimethoxytrityl)-2'-deoxyadenosine-3'-O-[O-(2-cyanoethyl)-N,N'-diisopropylphosphoramidite] 
• 100-46-9 benzylamine 

Relevant articles and documents

Solid-phase synthesis of 7-substituted 3H-imidazo[2,1-i]purines

A method for solid-supported synthesis of N,N-disubstituted (3H-imidazo[2,1-i]purin-7-yl)methyl amines has been developed. The key features of this library synthesis are: (i) immobilization of commercially available N6-benzoyl-5′-O-(4,4′-dimethoxytrityl)-2′- deoxyadenosine 3′-(2-cyanoethyl N,N-diisopropylphosphoramidite) by phosphitylation to a hydroxyl-functionalized support, (ii) quantitative conversion of the deprotected adenine base to 3H-imidazo[2,1-i]purine-7- carbaldehyde with bromomalonaldehyde in DMF in the presence of formic acid and 2,6-lutidine, (iii) reductive amination of the formyl group followed by N-alkylation or N-acylation, and (iv) release from the support by acidolytic cleavage of the N-glycosidic bond. Steps (ii) and (iii) have been optimized in some detail by using (adenin-9-yl)acetic acid anchored to a Phe-Wang resin as a model compound. The Royal Society of Chemistry.