5-HYDROXY-[1,2,4]TRIAZOLO[1,5-A]PYRIMIDIN-7-OL

Base Information

• Chemical Name: 5-HYDROXY-[1,2,4]TRIAZOLO[1,5-A]PYRIMIDIN-7-OL
• CAS No.: 40775-75-5
• Molecular Formula: C5H4N4O2
• Molecular Weight: 152.1109
• Hs Code.: 2933990090
• Mol file: 40775-75-5.mol

Synonyms:[1,2,4]triazolo[1,5-a]pyrimidin-5,7-diol;7-Hydroxy-[1,?2,?4]?triazolo[1,?5-?a]?pyrimidin-?5(1H)?-?one;4H-[1,2,4]triazolo[1,5-a]pyrimidine-5,7-dione;5,7-Dihydroxy-s-triazolo<2,3-a>pyrimidin;

Chemical Property of 5-HYDROXY-[1,2,4]TRIAZOLO[1,5-A]PYRIMIDIN-7-OL

Chemical Property:

• Vapor Pressure: 0.000363mmHg at 25°C
• Boiling Point: 283.6°Cat760mmHg
• Flash Point: 125.3°C
• PSA: 83.54000
• Density: 2.01g/cm³
• LogP: -0.46450

Purity/Quality:

99% ^*data from raw suppliers

7-Hydroxy-[1,?2,?4]?triazolo[1,?5-?a]?pyrimidin-?5(1H)?-?one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-HYDROXY-[1,2,4]TRIAZOLO[1,5-A]PYRIMIDIN-7-OL is used in the synthesis of aralkyl amine-based triazolopyrimidine inhibitors for malaria treatment and antimalarial activity. 7-Hydroxy-[1,2,4]triazolo[1,5-a]pyrimidin-5(1H)-one is used in the synthesis of aralkyl amine-based triazolopyrimidine inhibitors for malaria treatment and antimalarial activity.

Technology Process of 5-HYDROXY-[1,2,4]TRIAZOLO[1,5-A]PYRIMIDIN-7-OL

There total 4 articles about 5-HYDROXY-[1,2,4]TRIAZOLO[1,5-A]PYRIMIDIN-7-OL 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: 77.0%

3-amino-1,2,4-triazole (61-82-5) + diethyl malonate (105-53-3) → [1,2,4]triazolo[1,5-a]pyrimidine-5,7-diol (40775-75-5)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 80 ℃; for 2h;

DOI:10.1016/j.ejmech.2015.01.042

Reference yield: 50.0%

5-methyl-1H-1,2,4-triazole (7170-01-6) + diethyl malonate (105-53-3) → [1,2,4]triazolo[1,5-a]pyrimidine-5,7-diol (40775-75-5)

Guidance literature:

With sodium ethanolate; In ethanol; for 8h; Reflux;

DOI:10.1021/jm200265b

Reference yield: 35.0%

3(5)-amino-1,2,4-triazole (61-82-5) + diethyl malonate (105-53-3) → [1,2,4]triazolo[1,5-a]pyrimidine-5,7-diol (40775-75-5)

Guidance literature:

With ethanol; sodium ethanolate; at 80 ℃; Inert atmosphere;

upstream raw materials:

5-methyl-1H-1,2,4-triazole

diethyl malonate

3-amino-1,2,4-triazole

3⁽⁵⁾-amino-1,2,4-triazole

Downstream raw materials:

5,7-Dichlor-1,2,4-triazolo<1,5-a>pyrimidin

4-(5-(2,6-dimethylphenoxy)-[1,2,4]triazolo[1,5-a]pyrimidin-7-yl)aminobenzonitrile

4-(5-(mesityloxy)-[1,2,4]triazolo[1,5-a]pyrimidin-7-yl)aminobenzonitrile

4-(5-(4-bromo-2,6-dimethylphenoxy)-[1,2,4]triazolo[1,5-a]pyrimidin-7-yl)aminobenzonitrile

Refernces

• 1、 Huang, Boshi,Li, Cuicui,Chen, Wenmin,Liu, Tao,Yu, Mingyan,Fu, Lu,Sun, Yueyue,Liu, Huiqing,De Clercq, Erik,Pannecouque, Christophe,Balzarini, Jan,Zhan, Peng,Liu, Xinyong. "Fused heterocycles bearing bridgehead nitrogen as potent HIV-1 NNRTIs. Part 3: Optimization of [1,2,4]triazolo[1,5-a]pyrimidine core via structure-based and physicochemical property-driven approaches". . p. 754 - 765. Retrieved 2015/02/05.
• 2、 Gujjar, Ramesh,El Mazouni, Farah,White, Karen L.,White, John,Creason, Sharon,Shackleford, David M.,Deng, Xiaoyi,Charman, William N.,Bathurst, Ian,Burrows, Jeremy,Floyd, David M.,Matthews, David,Buckner, Frederick S.,Charman, Susan A.,Phillips, Margaret A.,Rathod, Pradipsinh K.. "Lead optimization of aryl and aralkyl amine-based triazolopyrimidine inhibitors of plasmodium falciparum dihydroorotate dehydrogenase with antimalarial activity in mice". experimental part. p. 3935 - 3949. Retrieved 2011/07/31.