115073-23-9

Basic information

• Product Name: 4-methyl-6-phenyl-1H-pyrazolo[3,4-d]pyrimidin-3-ylamine
• Synonyms: 4-methyl-6-phenyl-1H-pyrazolo[3,4-d]pyrimidin-3-ylamine
• CAS NO: 115073-23-9
• Molecular Formula: C₁₂H₁₁N₅
• Molecular Weight: 225.24924
• Mol File: 115073-23-9.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-methyl-6-phenyl-1H-pyrazolo[3,4-d]pyrimidin-3-ylamine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-methyl-6-phenyl-1H-pyrazolo[3,4-d]pyrimidin-3-ylamine(115073-23-9)
• EPA Substance Registry System: 4-methyl-6-phenyl-1H-pyrazolo[3,4-d]pyrimidin-3-ylamine(115073-23-9)

Safety Data

• Hazardous Substances Data: 115073-23-9(Hazardous Substances Data)

Upstream product

• 914074-37-6 4-chloro-6-methyl-2-phenylpyrimidine-5-carbonitrile 
• 216777-21-8 4-methyl-6-methylthio-2-phenylpyrimidine-5-carbonitrile 
• 618-39-3 benzamidin 
• 98-88-4 benzoyl chloride 
• 82114-04-3 4-hydroxy-6-methyl-2-phenylpyrimidine-5-carbonitrile 
• 35260-93-6 ethyl 2-cyano-3-ethoxybut-2-enoate 
• 2228-12-8 6-methyl-4-phenyl-2-thioxo-1,2-dihydropyrimidine-5-carbonitrile 
• 115073-24-0 4-hydrazino-6-methyl-2-phenylpyrimidine-5-carbonitrile 

Downstream Products

• 127246-11-1 3-[(Z)-4-Methyl-6-phenyl-1H-pyrazolo[3,4-d]pyrimidin-3-ylimino]-butyric acid ethyl ester 
• 127246-15-5 diethyl N-(4-methyl-6-phenyl-1H-pyrazolo<3,4-d>pyrimidin-3-yl)-aminomethylenemalonate 
• 632334-00-0 3-(1-phenylprop-2-enone-3-yl)amino-4-methyl-6-phenylpyrazolo[3,4-d]pyrimidine 

Relevant articles and documents

Synthesis of some new 6,8-disubstituted 7,8-dihydropyrimido[2,3:4,3] pyrazolo[1,5-a]pyrimidines and 6,7,8-trisubstituted pyrimido[2,3:4,3]pyrazolo[1, 5-a]pyrimidine derivatives

Cyclization of 5-cyano-1,6-dihydro-4-methyl-2-phenyl-6-thioxopyrimidine 4 with excess of 85% hydrazine hydrate afforded the 3-amino-4-methyl-6- phenylpyrazolo[3,4-d]pyrimidine 5, which can react with appropriate Mannich base derivatives 13a-c and chalcones 27a,b to yield the corresponding 6,8-disubstituted 7,8-dihydropyrimido[2,3:4,3]pyrazolo[1,5-a]pyrimidines 15a-c and 30a,b, respectively. On the other hand, the 6,7,8-trisubstituted pyrimido[2,3:4,3]pyrazolo[1,5-a]pyrimidine derivatives 8a-g, 20a-e, 36 and 38 were obtained by treatment of compound 5 with appropriate 1,3-diketones 6a-g, 3-dimethylamino-1-(substituted)prop-2-enones 18a-e, 3-aminocrotononitrile 3, and ethoxymethylenemalononitrile 37 under acidic condition, respectively.

An easy direct conversion of pyridine- and pyrimidine-thiones into multi-fused heterocyclic compounds

The reaction of azine-thiones with ethyl chlorofluoroacetate afforded 2- fluorothienoazines. The latter underwent self-condensation and gave multi- fused heterocyclic compounds. A wide range of unique heterocycles could be obtained on treatment of 2-fluorothienoazines with nitrogen nucleophilic reagents. The reactivity of the pyrimidine-thiones towards a variety of electrophilic reagents was studied. Chemical and spectroscopic evidence of the newly synthesized compounds are described.

3-Amino-1H-pyrazolopyrimidines and 3-Aminoisothiazolopyrimidines as Precursors of Tricyclic Heteroaromatic Systems Containing a Bridgehead Nitrogen Atom.

3-Amino-4-methyl-6-phenyl-1H-pyrazolopyrimidine (3a) and 3-amino-4-methyl-6-phenylisothiazolopyrimidine (9a) have been prepared.The former reacts with bromoacetone or 3-bromopentane-2,4-dione, to give tricyclic systems (1a) or (13) containing an extra pyrazole or pyrimidine ring, respectively; in each case the newly formed ring contains a bridgehead nitrogen atom, derived from N-2 of the starting material.With the same reagents, the latter undergoes an interesting ring-opening reaction, for which possible mechanisms are proposed.In contrast, 3-amino-1,2-benzisothiazole does not undergo ring fission under similar conditions, but gives rise to tricyclic compounds containing a bridgehead nitrogen atom.