1681-19-2

Usage

Uses

Used in Pharmaceutical Industry:
2-chloro-6-methyl-9H-purine is used as a starting material for the synthesis of various pharmaceuticals and agrochemicals. Its unique chemical structure allows for the development of new compounds with potential therapeutic effects.
Used in Medicinal Research:
2-chloro-6-methyl-9H-purine is used as a subject of investigation for its potential biological activities and medicinal properties. Its unique structure may contribute to the discovery of new therapeutic agents with novel mechanisms of action.

InChI:InChI=1/C6H5ClN4/c1-3-4-5(9-2-8-4)11-6(7)10-3/h2,4H,1H3

Upstream product

• 20419-68-5 2,6-dichloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purine 
• 571164-91-5 2-chloro-6-methyl-9-(tetrahydropyran-2-yl)purine 
• 63211-98-3 2-Chloro-4,5-diamino-6-methylpyrimidine 
• 5453-06-5 4-Amino-5-nitro-6-methyl-2-chloropyrimidine 
• 122-51-0 orthoformic acid triethyl ester 

Downstream Products

• 2004-03-7 6-methylpurine 

Relevant academic research and scientific papers

An efficient synthesis of 2-substituted 6-methylpurine bases and nucleosides by Fe- or Pd-catalyzed cross-coupling reactions of 2,6-dichloropurines

Fe-catalyzed cross-coupling reactions of 9-substituted or protected 2,6-dichloropurines with 1 equiv of methylmagnesium chloride gave regioselectively 2-chloro-6-methylpurines in good yields. The same reactions with 3 equiv of methylmagnesium chloride or

Occurrence of the SNANRORC Mechanism in the Amination of 2-Substituted Purines with Potassium Amide in Liquid Ammonia

The reactions of 2-chloro-, 2-fluoro- and 2-(methylthio)purine with potassium amide in liquid ammonia lead to the formation of 2-aminopurine.When these reactions are carried out with 15N-labeled potassium amide, ring-labeled 2-aminopurine is found.This demonstrates that a ring opening occurs during the amination.Formation of an anionic ? adduct at position 6 is proven by low-temperature NMR spectroscopy, and evidence is obtained for the formation of an open-chain intermediate, although this intermediate could not be isolated in a pure state.Reaction of the open-chain intermediate with hydriodic acid gives the thus far unknown 2-iodopurine. 2-Chloro-6-phenylpurine also reacts via ring opening into 2-amino-6-phenylpurine.However, 2-chloro-6-methyl- and 2-chloro-6,8-di-tert-butylpurine are found to be unreactive.