7-Chloropyrazolo[1,5-A]pyrimidine

Base Information

• Chemical Name: 7-Chloropyrazolo[1,5-A]pyrimidine
• CAS No.: 58347-49-2
• Molecular Formula: C6H4ClN3
• Molecular Weight: 153.571
• Hs Code.: 2933990090
• European Community (EC) Number: 802-240-9
• DSSTox Substance ID: DTXSID50484053
• Wikidata: Q72458255
• Mol file: 58347-49-2.mol

Synonyms:7-CHLOROPYRAZOLO[1,5-A]PYRIMIDINE;58347-49-2;Pyrazolo[1,5-a]pyrimidine, 7-chloro-;7-Chloro-pyrazolo[1,5-a]pyrimidine;MFCD04035684;SCHEMBL859975;DTXSID50484053;YCZQHXPIKQHABJ-UHFFFAOYSA-N;3-Cbz-aminopiperidine hydrochloride;CS-D1617;SC3201;AKOS006276451;PB27621;AM804085;DS-12745;SY015735;FT-0648639;EN300-781103;A831841;J-519221;Z1198163753

Chemical Property of 7-Chloropyrazolo[1,5-A]pyrimidine

Chemical Property:

• Melting Point: 96-98ºC
• Refractive Index: 1.712
• PKA: -0.59±0.40(Predicted)
• PSA: 30.19000
• Density: 1.51 g/cm³
• LogP: 1.38270
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 153.0093748
• Heavy Atom Count: 10
• Complexity: 130

Purity/Quality:

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

7-Chloropyrazolo[1,5-a]pyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C2N=CC=C(N2N=C1)Cl

Technology Process of 7-Chloropyrazolo[1,5-A]pyrimidine

There total 6 articles about 7-Chloropyrazolo[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: 71.0%

4,7-dihydropyrazolo<1,5-a>pyrimidin-7-one (29274-23-5) → 7-chloropyrazolo[1,5-a]pyrirnidine (58347-49-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; trichlorophosphate; at 90 ℃;

Reference yield: 21.0%

diphenyl(pyrazolo[1,5-a]pyrimidin-7-yl)(6-(trifluoromethyl)pyridin-3-yl)phosphonium trifluoromethanesulfonate → 7-chloropyrazolo[1,5-a]pyrirnidine (58347-49-2)

Guidance literature:

With lithium chloride; In 1,4-dioxane; at 80 ℃; for 48h; regioselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1021/jacs.0c04674

Reference yield:

4H-pyrazolo[1,5-a]pyrimidin-7-one (57489-79-9) → 7-chloropyrazolo[1,5-a]pyrirnidine (58347-49-2)

Guidance literature:

With N,N-dimethyl-aniline; trichlorophosphate; at 20 ℃; Reflux;

upstream raw materials:

4,7-dihydropyrazolo<1,5-a>pyrimidin-7-one

4H-pyrazolo[1,5-a]pyrimidin-7-one

ethyl 7-oxo-4,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxylate

7-oxo-4,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxylic acid

Refernces

• 1、 Gehringer, Matthias,Forster, Michael,Pfaffenrot, Ellen,Bauer, Silke M.,Laufer, Stefan A.. "Novel Hinge-Binding Motifs for Janus Kinase 3 Inhibitors: A Comprehensive Structure-Activity Relationship Study on Tofacitinib Bioisosteres". supporting information. p. 2516 - 2527. Retrieved 2015/08/24.
• 2、 -. "IMIDAZOPYRIDINE DERIVATIVES AS PI3K INHIBITORS". Page/Page column 90. . Retrieved 2012/11/13.