7-Hydroxy-5-methyl-1,3,4-triazaindolizine

Base Information

• Chemical Name: 7-Hydroxy-5-methyl-1,3,4-triazaindolizine
• CAS No.: 2503-56-2
• Molecular Formula: C6H6N4O
• Molecular Weight: 150.14
• Hs Code.: 2933990090
• Mol file: 2503-56-2.mol

Synonyms:s-Triazolo[1,5-a]pyrimidin-7-ol,5-methyl- (6CI,7CI,8CI);1,3,7-Triaza-4-hydroxy-6-methylindolizine;4-Hydroxy-6-methyl-1,2,4-triazolo[2,3-a]pyrimidine;4-Hydroxy-6-methyl-1,3,3a,7-tetraazaindene;5-Methyl-7-hydroxy-1,2,4-triazolo[1,5-a]pyrimidine;5-Methyl-7-hydroxy-1,3,4-triazaindolizine;5-Methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ol;5-Methyl-s-triazolo[1,5-a]pyrimidin-7-ol;6-Methyl-4-hydroxy-1,3,3a,7-tetraazaindene;7-Hydroxy-5-methyl-s-triazolo[1,5-a]pyrimidine;NSC 32071;TAI;TAI (sensitizer);

Chemical Property of 7-Hydroxy-5-methyl-1,3,4-triazaindolizine

Chemical Property:

• Appearance/Colour: white fine crystalline powder
• Vapor Pressure: 0-0Pa at 20-25℃
• Melting Point: 280-283 °C(lit.)
• Refractive Index: 1.699
• Boiling Point: 271.66°C (rough estimate)
• PKA: 1.14±0.53(Predicted)
• PSA: 63.31000
• Density: 1.609 g/cm³
• LogP: 0.13830
• Storage Temp.: 2-8°C
• Water Solubility.: INSOLUBLE IN COLD WATER

Purity/Quality:

99% ^*data from raw suppliers

7-?Hydroxy-?5-?methyl[1,?2,?4]?triazolo[1,?5-?a]?pyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Uses: Reactant for the synthesis of: ? ;Ruthenium(II)-Hmtpo complexes1? ;Dihydroorotate dehydrogenase inhibitors with antimalarial activity2Reactant for the Vilsmeier reaction of conjugated carbocycles and heterocycles3Investigations of the pharmacological activity caused by binding to HIV TAR RNA4Additive to study the space charge layer in silver bromide microcrystals5 Reactant for the synthesis of: Ruthenium(II)-Hmtpo complexesDihydroorotate dehydrogenase inhibitors with antimalarial activityReactant for the Vilsmeier reaction of conjugated carbocycles and heterocyclesInvestigations of the pharmacological activity caused by binding to HIV TAR RNAAdditive to study the space charge layer in silver bromide microcrystals

Technology Process of 7-Hydroxy-5-methyl-1,3,4-triazaindolizine

There total 4 articles about 7-Hydroxy-5-methyl-1,3,4-triazaindolizine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 83.0%

ethyl acetoacetate (141-97-9) + 3-amino-1,2,4-triazole (61-82-5) → 5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ol (2503-56-2)

Guidance literature:

With acetic acid; at 110 ℃; for 24h;

DOI:10.1016/j.tetlet.2018.02.001

Reference yield: 58.0%

ethyl acetoacetate (141-97-9) + 4H-1,2,4-triazol-3-amine (61-82-5,155-25-9,64598-23-8,65312-61-0,6051-75-8) → 5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ol (2503-56-2)

Guidance literature:

With acetic acid; for 3h; Heating / reflux;

Reference yield: 55.0%

3(5)-amino-1,2,4-triazole (61-82-5) + ethyl acetoacetate (141-97-9) → 5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ol (2503-56-2)

Guidance literature:

With acetic acid; for 3.5h; Reflux;

DOI:10.1021/jm801343r

upstream raw materials:

ethyl acetoacetate

4H-1,2,4-triazol-3-amine

3-amino-1,2,4-triazole

3⁽⁵⁾-amino-1,2,4-triazole

Downstream raw materials:

5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine

(2-fluorophenyl)(5-methyl[1,2,4]triazolo[1,5-a]pyrimidin-7-yl)amine

5-methyl-7-phenyl-[1,2,4]triazolo[1,5-a]pyrimidine

Refernces

• 1、 Umar, Tarana,Shalini, Shruti,Raza, Md Kausar,Gusain, Siddharth,Kumar, Jitendra,Seth, Prerna,Tiwari, Manisha,Hoda, Nasimul. "A multifunctional therapeutic approach: Synthesis, biological evaluation, crystal structure and molecular docking of diversified 1H-pyrazolo[3,4-b]pyridine derivatives against Alzheimer's disease". . p. 2 - 19. Retrieved 2019/05/06.
• 2、 Zuniga, Edison S.,Korkegian, Aaron,Mullen, Steven,Hembre, Erik J.,Ornstein, Paul L.,Cortez, Guillermo,Biswas, Kallolmay,Kumar, Naresh,Cramer, Jeffrey,Masquelin, Thierry,Hipskind, Philip A.,Odingo, Joshua,Parish, Tanya. "The synthesis and evaluation of triazolopyrimidines as anti-tubercular agents". . p. 3922 - 3946. Retrieved 2017/07/05.