1-(4-fluorophenyl)-1H-pyrazol-5-amine

Base Information

• Chemical Name: 1-(4-fluorophenyl)-1H-pyrazol-5-amine
• CAS No.: 727967-95-5
• Molecular Formula: C₉H₈FN₃
• Molecular Weight: 177.181
• Hs Code.: 2933199090
• European Community (EC) Number: 847-223-7
• Mol file: 727967-95-5.mol

Synonyms:1-(4-fluorophenyl)-1H-pyrazol-5-amine;727967-95-5;2-(4-fluorophenyl)pyrazol-3-amine;SCHEMBL1491089;CEB96795;AKOS000319190;KS-6865;76606-43-4;2-(4-Fluorophenyl)-2H-pyrazol-3-ylamine;BB 0219825;CS-0246872;EN300-345367

Chemical Property of 1-(4-fluorophenyl)-1H-pyrazol-5-amine

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 177.07022543
• Heavy Atom Count: 13
• Complexity: 168

Purity/Quality:

99% ^*data from raw suppliers

1-(4-fluorophenyl)-1H-pyrazol-5-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1N2C(=CC=N2)N)F

Technology Process of 1-(4-fluorophenyl)-1H-pyrazol-5-amine

There total 4 articles about 1-(4-fluorophenyl)-1H-pyrazol-5-amine 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: 90.0%

ethyl 5-amino-1-(4-fluorophenyl)-1H-pyrazole-4-carboxylate (138907-68-3) → 1-(4-fluorophenyl)-1H-pyrazol-5-amine (727967-95-5)

Guidance literature:

With phosphoric acid; for 6h; Reflux;

DOI:10.1016/j.bmcl.2021.127924

Reference yield:

3-aminopyrazole (1820-80-0,916420-28-5) + 4-fluoro-1-iodobenzene (352-34-1) → 1-(4-fluorophenyl)-1H-pyrazol-3-amine (87949-12-0) + 1-(4-fluorophenyl)-1H-pyrazol-5-amine (727967-95-5)

Guidance literature:

With copper(l) iodide; caesium carbonate; In 1-methyl-pyrrolidin-2-one; at 120 ℃; for 24h; Overall yield = 79 %; regioselective reaction;

DOI:10.1002/cctc.201500510

Reference yield:

4-fluorophenylhydrazine (371-14-2) → 1-(4-fluorophenyl)-1H-pyrazol-5-amine (727967-95-5)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol / 0.33 h / Reflux

2: phosphoric acid / 6 h / Reflux

With phosphoric acid; In ethanol;

DOI:10.1016/j.bmcl.2021.127924

upstream raw materials:

3-aminopyrazole

4-fluoro-1-iodobenzene

4-fluorophenylhydrazine

ethyl 5-amino-1-(4-fluorophenyl)-1H-pyrazole-4-carboxylate

Refernces

• 1、 Beyer, Astrid,Castanheiro, Thomas,Busca, Patricia,Prestat, Guillaume. "Copper(I)/Copper(II)-Assisted Tandem Catalysis: The Case Study of Ullmann/Chan-Evans-Lam N1,N3-Diarylation of 3-Aminopyrazole". . p. 2433 - 2436. Retrieved 2015/08/24.
• 2、 -. "TETRAZOLE COMPOUNDS AS OREXIN RECEPTOR ANTAGONISTS". Page/Page column 77. . Retrieved 2010/01/07.