6266-70-2

Usage

Chemical Structure

Contains a chlorinated pyrimidine core with amino substituents at the 2 and 4 positions, and a prop-2-en-1-yl group at the N4 position.

Common Uses

Organic synthesis
Pharmaceutical research

Functionality

Building block for complex molecule synthesis

Applications

Intermediate in drug and agrochemical production

Importance

Valuable in medicinal chemistry and drug discovery

Properties

Chlorinated pyrimidine derivative
Contains amino substituents
Contains prop-2-en-1-yl group

Reactivity

Relevant for investigation in medicinal chemistry and drug discovery

Upstream product

• 56-05-3 2-Amino-4,6-dichloropyrimidine 
• 107-11-9 1-amino-2-propene 

Downstream Products

• 181305-00-0 N⁴-Allyl-6-chloro-5-(4-chloro-phenylazo)-pyrimidine-2,4-diamine 

Relevant academic research and scientific papers

An efficient and simple methodology for the synthesis of 2-amino-4-(N-alkyl/arylamino)-6-chloropyrimidines

In this study, twenty-nine 2-aminopyrimidine derivatives are synthesized in good to excellent yields by fusing 2-amino-4,6-dichloropyrimidine with different amines in the presence of triethylamine without using any solvent or catalyst. Nucleophilic substitution reactions of 2-amino-4,6-dichloropyrimidine with amines have also been performed in ethanol. Comparisons of the yields and reaction times for both solvent and solvent-free conditions have shown that the newly developed solvent-free protocol is high yielding, more efficient, and simpler compared to conventional methods.

MTH1 INHIBITORS FOR TREATMENT OF INFLAMMATORY AND AUTOIMMUNE CONDITIONS

A compound of formula (I), or a pharmaceutically acceptable salt thereof, for use in the treatment of autoimmune diseases and inflammatory conditions.

Palladium-catalyzed allylic coupling of 1,2,3-triazolo[4,5-d]pyrimidines (8-azapurines)

The palladium-catalyzed coupling of the sodium salt of 7-amino-1,2,3-triazolo[4,5-d]pyrimidine (8-azaadenine, 1) with allylic phosphates or carbonates resulted in mixtures of 2- and 3-substituted 1,2,3-triazolopyrimidines, which were separated by chromatography. 1-Substituted triazolopyrimidines were not isolated from these reactions. Regioselectivity (and stereoselectivity) was also observed for substitution of the allylic moiety when more than one isomer is possible from the reaction. The use of 5-amino-1,2,3-triazolo[4,5-d]pyrimidin-7-ones (8-azaguanine, 2), instead of 8-azaadenine, also resulted in mixtures. Alternate syntheses of the 3-allyl-1,2,3-triazolo[4,5-d]-pyrimidines confirmed the structures of these compounds.