1-(4-fluorophenyl)-1H-pyrazol-3-amine

Base Information

• Chemical Name: 1-(4-fluorophenyl)-1H-pyrazol-3-amine
• CAS No.: 87949-12-0
• Molecular Formula: C9H8FN3
• Molecular Weight: 177.181
• European Community (EC) Number: 890-969-3
• Mol file: 87949-12-0.mol

Synonyms:87949-12-0;1-(4-fluorophenyl)-1H-pyrazol-3-amine;1-(4-FLUOROPHENYL)PYRAZOL-3-AMINE;1-(4-FLUORO-PHENYL)-1H-PYRAZOL-3-AMINE;SCHEMBL2159964;TQP1406;ZLDCOALWOXLJQZ-UHFFFAOYSA-N;AKOS011972686;1-(4-Fluoro-phenyl)-1H-pyrazol-3-ylamine;AM20041293;EN300-8071496;Z995041332

Chemical Property of 1-(4-fluorophenyl)-1H-pyrazol-3-amine

Chemical Property:

• PSA: 43.84000
• LogP: 2.17480
• 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:

98% ^*data from raw suppliers

1-(4-Fluorophenyl)-3-aminopyrazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-(4-fluorophenyl)-1H-pyrazol-3-amine

There total 3 articles about 1-(4-fluorophenyl)-1H-pyrazol-3-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: 88.0%

3-aminopyrazole (1820-80-0,916420-28-5) + 4-fluoroboronic acid (1765-93-1) → 1-(4-fluorophenyl)-1H-pyrazol-3-amine (87949-12-0)

Guidance literature:

With copper diacetate; In methanol; at 20 ℃; for 15h;

DOI:10.1039/c4cc05628k

Reference yield: 74.0%

3-ethoxyacrylonitrile (61310-53-0) + 4-fluorophenyhydrazine hydrochloride (823-85-8) → 1-(4-fluorophenyl)-1H-pyrazol-3-amine (87949-12-0)

Guidance literature:

With sodium ethanolate; In ethanol; for 20h; Reflux;

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

upstream raw materials:

3-ethoxyacrylonitrile

4-fluorophenyhydrazine hydrochloride

3-aminopyrazole

4-fluoroboronic acid

Downstream raw materials:

1-(4-fluorophenyl)-3-iodo-1H-pyrazole

6-Methyl-3-(pyrimidin-5-ylamino)-pyridine-2-carboxylic acid [1-(4-fluoro-phenyl)-1H-pyrazol-3-yl]-amide

trans-N-[1-(4-fluorophenyl)-1H-pyrazol-3-yl]-3-oxo-3H-spiro[6-aza-2-benzofuran-1,1'-cyclohexane]-4'-carboxamide

Refernces

• 1、 -. "ARYLAMIDE DERIVATIVES HAVING MULTIMODAL ACTIVITY AGAINST PAIN". Page/Page column 227. . Retrieved 2017/11/10.
• 2、 Nageswar Rao,Rasheed, Sk.,Vishwakarma, Ram A.,Das, Parthasarathi. "Copper-catalyzed sequential N-arylation of C-amino-NH-azoles". supporting information. p. 12911 - 12914. Retrieved 2014/12/11.