4-Chloro-6-(1H-pyrazol-1-yl)pyrimidine

Base Information

• Chemical Name: 4-Chloro-6-(1H-pyrazol-1-yl)pyrimidine
• CAS No.: 114833-95-3
• Molecular Formula: C7H5ClN4
• Molecular Weight: 180.596
• Hs Code.: 2933990090
• European Community (EC) Number: 695-221-8
• DSSTox Substance ID: DTXSID70442690
• Wikidata: Q82260112
• Mol file: 114833-95-3.mol

Synonyms:4-Chloro-6-(1H-pyrazol-1-yl)pyrimidine;114833-95-3;4-chloro-6-pyrazol-1-ylpyrimidine;4-chloro-6-pyrazol-1-yl-pyrimidine;SCHEMBL558521;DTXSID70442690;HDRFFLHBLUPAKE-UHFFFAOYSA-N;6-chloro-4-(1-pyrazolyl)pyrimidine;MFCD00297274;AKOS010530849;AB05947;PS-3455;4-chloro-6-(1h-pyrazol-1-yl) pyrimidine;CS-0441454;A803249;4-Chloro-6-(1H-pyrazol-1-yl)pyrimidine, AldrichCPR;F1967-1605

Chemical Property of 4-Chloro-6-(1H-pyrazol-1-yl)pyrimidine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 128-129 °C(Solv: hexane (110-54-3))
• Refractive Index: 1.702
• Boiling Point: 324.048 °C at 760 mmHg
• PKA: -2.69±0.19(Predicted)
• Flash Point: 149.779 °C
• PSA: 43.60000
• Density: 1.475 g/cm³
• LogP: 1.31570
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 180.0202739
• Heavy Atom Count: 12
• Complexity: 154

Purity/Quality:

99% ^*data from raw suppliers

4-Chloro-6-(1H-pyrazol-1-yl)pyrimidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN(N=C1)C2=CC(=NC=N2)Cl

Technology Process of 4-Chloro-6-(1H-pyrazol-1-yl)pyrimidine

There total 3 articles about 4-Chloro-6-(1H-pyrazol-1-yl)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: 76.0%

NH-pyrazole (288-13-1) + 4,6-dichloropyrimidine (1193-21-1) → 4-chloro-6-(1H-pyrazol-1-yl)pyrimidine (114833-95-3)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

Reference yield:

NH-pyrazole (288-13-1) + 4,6-dichloropyrimidine (1193-21-1) → 4-chloro-6-(1H-pyrazol-1-yl)pyrimidine (114833-95-3) + 4,6-bis(1H-pyrazol-1-yl)pyrimidine (114833-91-9)

Guidance literature:

With sodium hydride; oil; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts; 1.) THF, 1 h, 2.) THF, reflux, 20 h;

Reference yield:

→ 4-chloro-6-(1H-pyrazol-1-yl)pyrimidine (114833-95-3)

Guidance literature:

upstream raw materials:

NH-pyrazole

4,6-dichloropyrimidine

Refernces

• 1、 King, Dalton,Iwuagwu, Christiana,Cook, Jim,McDonald, Ivar M.,Mate, Robert,Zusi, F. Christopher,Hill, Matthew D.,Fang, Haiquan,Zhao, Rulin,Wang, Bei,Easton, Amy E.,Miller, Regina,Post-Munson, Debra,Knox, Ronald J.,Gallagher, Lizbeth,Westphal, Ryan,Molski, Thaddeus,Fan, Jingsong,Clarke, Wendy,Benitex, Yulia,Lentz, Kimberley A.,Denton, Rex,Morgan, Daniel,Zaczek, Robert,Lodge, Nicholas J.,Bristow, Linda J.,Macor, John E.,Olson, Richard E.. "BMS-933043, a Selective α7 nAChR Partial Agonist for the Treatment of Cognitive Deficits Associated with Schizophrenia". . p. 366 - 371. Retrieved 2017.
• 2、 -. "Α 7 as intranuclear hydroxynicotinic acetylcholine receptor quinuclidines compd.". Paragraph 0737; 0738. . Retrieved 2018/10/03.