7-CHLORO-5-METHYL-1,2,4-TRIAZOLE[1,5-A]PYRIMIDINE

Base Information

• Chemical Name: 7-CHLORO-5-METHYL-1,2,4-TRIAZOLE[1,5-A]PYRIMIDINE
• CAS No.: 24415-66-5
• Molecular Formula: C6H5 Cl N4
• Molecular Weight: 168.585
• Hs Code.: 2933990090
• Mol file: 24415-66-5.mol

Synonyms:s-Triazolo[1,5-a]pyrimidine,7-chloro-5-methyl- (6CI,7CI,8CI); 5-Methyl-7-chloro-s-triazolo[1,5-a]pyrimidine;7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine;7-Chloro-5-methyl-s-triazolo[1,5-a]pyrimidine; AR 12300

Chemical Property of 7-CHLORO-5-METHYL-1,2,4-TRIAZOLE[1,5-A]PYRIMIDINE

Chemical Property:

• Melting Point: 151-153 °C
• Boiling Point: °Cat760mmHg
• PKA: -0.03±0.30(Predicted)
• Flash Point: °C
• PSA: 43.08000
• Density: 1.59g/cm³
• LogP: 1.08610
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine is a reactant used in the iron-catalyzed cross-coupling of organometallic compounds.

Technology Process of 7-CHLORO-5-METHYL-1,2,4-TRIAZOLE[1,5-A]PYRIMIDINE

There total 5 articles about 7-CHLORO-5-METHYL-1,2,4-TRIAZOLE[1,5-A]PYRIMIDINE 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: 89.0%

4,7-dihydro-5-methyl-7-oxo[1,2,4]triazolo[1,5-a]pyrimidine (35523-67-2) → 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine (24415-66-5)

Guidance literature:

With trichlorophosphate; at 90 ℃;

Reference yield: 65.0%

5-methyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ol (2503-56-2) → 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine (24415-66-5)

Guidance literature:

With triethylamine; trichlorophosphate; In 1,4-dioxane; at 105 ℃; for 3h;

DOI:10.1016/j.tetlet.2018.02.001

Reference yield:

2-hydrazino-6-methylpyrimidin-4(3H)-one (37893-08-6) → 7-Chloro-5-methyl-[1,2,4]triazolo[1,5-a]pyrimidine (24415-66-5)

Guidance literature:

Multi-step reaction with 2 steps

2: POCl₃

With trichlorophosphate;

upstream raw materials:

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

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

2-hydrazino-6-methylpyrimidin-4(3H)-one

oxalic acid mono-[N'-(4-methyl-6-oxo-1,6-dihydro-pyrimidin-2-yl)-hydrazide]

Downstream raw materials:

trapidil

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

4-Hydrazino-6-methyl-1.2.4-triazolo<2.3-a>pyrimidin

Refernces

• 1、 Esteban-Parra, Ginés M.,Sebastián, Eider San,Cepeda, Javier,Sánchez-González, Cristina,Rivas-García, Lorenzo,Llopis, Juan,Aranda, Pilar,Sánchez-Moreno, Manuel,Quirós, Miguel,Rodríguez-Diéguez, Antonio. "Anti-diabetic and anti-parasitic properties of a family of luminescent zinc coordination compounds based on the 7-amino-5-methyl-1,2,4-triazolo[1,5-a]pyrimidine ligand". . . Retrieved 2020.
• 2、 Wang, Shuai,Shen, Dandan,Zhao, Lijie,Yuan, Xiaohan,Cheng, Jialing,Yu, Bin,Zheng, Yichao,Liu, Hongmin. "Discovery of [1,2,4]triazolo[1,5-a]pyrimidine derivatives as new bromodomain-containing protein 4 (BRD4) inhibitors". . p. 418 - 422. Retrieved 2020.
• 3、 Silveira, Flávia F.,de Souza, Juliana O.,Hoelz, Lucas V.B.,Campos, Vinícius R.,Jabor, Valquíria A.P.,Aguiar, Anna C.C.,Nonato, M. Cristina,Albuquerque, Magaly G.,Guido, Rafael V.C.,Boechat, Nubia,Pinheiro, Luiz C.S.. "Comparative study between the anti-P. falciparum activity of triazolopyrimidine, pyrazolopyrimidine and quinoline derivatives and the identification of new PfDHODH inhibitors". . . Retrieved 2020/11/10.
• 4、 Singh, Anju,Kalamuddin, Md,Maqbool, Mudasir,Mohmmed, Asif,Malhotra, Pawan,Hoda, Nasimul. "Quinoline carboxamide core moiety-based compounds inhibit P. falciparum falcipain-2: Design, synthesis and antimalarial efficacy studies". . . Retrieved 2020/12/07.