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

Base Information

• Chemical Name: 7-Chloro-5-phenyl-[1,2,4]triazolo[1,5-a]pyrimidine
• CAS No.: 28565-43-7
• Molecular Formula: C11H7 Cl N4
• Molecular Weight: 230.656
• Hs Code.: 2933990090
• European Community (EC) Number: 844-115-1
• DSSTox Substance ID: DTXSID70427982
• Nikkaji Number: J629.286K
• Wikidata: Q82240745
• Mol file: 28565-43-7.mol

Synonyms:7-chloro-5-phenyl-[1,2,4]triazolo[1,5-a]pyrimidine;28565-43-7;7-chloro-5-phenyl[1,2,4]triazolo[1,5-a]pyrimidine;DTXSID70427982;AKOS000124182;CS-0091742;EN300-22650;D75201;J-017128;Z147646932

Chemical Property of 7-Chloro-5-phenyl-[1,2,4]triazolo[1,5-a]pyrimidine

Chemical Property:

• Refractive Index: 1.731
• PSA: 43.08000
• Density: 1.45g/cm³
• LogP: 2.44470
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 230.0359239
• Heavy Atom Count: 16
• Complexity: 244

Purity/Quality:

98% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=NC3=NC=NN3C(=C2)Cl

Technology Process of 7-Chloro-5-phenyl-[1,2,4]triazolo[1,5-a]pyrimidine

There total 4 articles about 7-Chloro-5-phenyl-[1,2,4]triazolo[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: 77.0%

5-phenyl-s-triazolo<1,5-a>pyrimidin-7(4H)-one (34102-79-9) → 7-chloro-5-phenyl-s-triazolo<1,5-a>pyrimidine (28565-43-7)

Guidance literature:

With N,N-dimethyl-aniline; trichlorophosphate; for 4h; Heating;

Reference yield:

5-phenyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-ol (13322-69-5) → 7-chloro-5-phenyl-s-triazolo<1,5-a>pyrimidine (28565-43-7)

Guidance literature:

With trichlorophosphate; at 0 - 120 ℃; for 2h;

DOI:10.1016/j.bmc.2017.05.030

Reference yield:

ethyl 3-oxo-3-phenylpropionate (94-02-0) → 7-chloro-5-phenyl-s-triazolo<1,5-a>pyrimidine (28565-43-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 56 percent / acetic acid / 8 h / Heating

2: 77 percent / POCl₃, N,N-dimethylaniline / 4 h / Heating

With N,N-dimethyl-aniline; trichlorophosphate; In acetic acid;

upstream raw materials:

5-phenyl-s-triazolo<1,5-a>pyrimidin-7(4H)-one

ethyl 3-oxo-3-phenylpropionate

3-amino-1,2,4-triazole

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

Downstream raw materials:

N-(4-chloro-2-isopropoxybenzyl)-5-phenyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine

N-(4-methoxyphenethyl)-5-phenyl-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine

Refernces

• 1、 Shi, Xiao-Jing,Wang, Shuai,Li, Xiao-Jing,Yuan, Xiao-Han,Cao, Li-Juan,Yu, Bin,Liu, Hong-Min. "Discovery of tofacitinib derivatives as orally active antitumor agents based on the scaffold hybridization strategy". . . Retrieved 2020/07/17.
• 2、 Wang, Shuai,Zhao, Lijie,Shi, Xiao-Jing,Ding, Lina,Yang, Linlin,Wang, Zhi-Zheng,Shen, Dandan,Tang, Kai,Li, Xiao-Jing,Mamun,Li, Huiju,Yu, Bin,Zheng, Yi-Chao,Wang, Shaomeng,Liu, Hong-Min. "Development of Highly Potent, Selective, and Cellular Active Triazolo[1,5- a]pyrimidine-Based Inhibitors Targeting the DCN1-UBC12 Protein-Protein Interaction". . . Retrieved 2019/03/19.