3-(4-Fluorophenyl)-1-methyl-1H-pyrazol-5-amine

Base Information

• Chemical Name: 3-(4-Fluorophenyl)-1-methyl-1H-pyrazol-5-amine
• CAS No.: 126417-81-0
• Molecular Formula: C10H10FN3
• Molecular Weight: 191.208
• European Community (EC) Number: 812-391-2
• DSSTox Substance ID: DTXSID20424340
• Wikidata: Q72476223
• Mol file: 126417-81-0.mol

Synonyms:3-(4-Fluorophenyl)-1-methyl-1H-pyrazol-5-amine;126417-81-0;5-(4-Fluoro-phenyl)-2-methyl-2H-pyrazol-3-ylamine;5-(4-fluorophenyl)-2-methylpyrazol-3-amine;5-(4-fluorophenyl)-2-methyl-2H-pyrazol-3-ylamine;F2381-0353;SCHEMBL10112053;DTXSID20424340;GHWUZPAXOSXMQB-UHFFFAOYSA-N;MFCD03407433;STK735140;AKOS000505587;AB14045;LS-07376;BB 0241816;FT-0677877;EN300-265791;3-(4-Fluorophenyl)-1-methyl-1H-pyrazol-5-amine, AldrichCPR

Chemical Property of 3-(4-Fluorophenyl)-1-methyl-1H-pyrazol-5-amine

Chemical Property:

• Vapor Pressure: 1.71E-05mmHg at 25°C
• Refractive Index: 1.607
• Boiling Point: 364.2 °C at 760 mmHg
• Flash Point: 174.1 °C
• PSA: 43.84000
• Density: 1.26 g/cm³
• LogP: 2.38960
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 191.08587549
• Heavy Atom Count: 14
• Complexity: 192

Purity/Quality:

98%min ^*data from raw suppliers

3-(4-fluorophenyl)-1-methyl-1h-pyrazol-5-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C(=CC(=N1)C2=CC=C(C=C2)F)N

Technology Process of 3-(4-Fluorophenyl)-1-methyl-1H-pyrazol-5-amine

There total 7 articles about 3-(4-Fluorophenyl)-1-methyl-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: 80.0%

ethyl (3-(4-fluorophenyl)-1-methyl-1H-pyrazole-5-yl)carbamate → (3-(4-fluorophenyl)-1-methyl-1H-5-pyrazolyl)amine (126417-81-0)

Guidance literature:

With water; sodium hydroxide; In ethanol; for 5h; Reflux;

DOI:10.1097/CAD.0000000000000322

Reference yield: 40.0%

3-chloro-3-(4-fluorophenyl)acrylonitrile (205984-77-6) + methylhydrazine (60-34-4) → (3-(4-fluorophenyl)-1-methyl-1H-5-pyrazolyl)amine (126417-81-0) + 3-Amino-5--1-methyl-pyrazol (120698-04-6)

Guidance literature:

In ethanol; for 5h; Heating;

Reference yield:

3-(4-fluorophenyl)-1-methyl-1H-pyrazole-5-carboxylic acid (943863-70-5) → (3-(4-fluorophenyl)-1-methyl-1H-5-pyrazolyl)amine (126417-81-0)

Guidance literature:

Multi-step reaction with 2 steps

1: diphenyl phosphoryl azide; triethylamine / 1,4-dioxane / 7 h / Reflux

2: water; sodium hydroxide / ethanol / 5 h / Reflux

With diphenyl phosphoryl azide; water; triethylamine; sodium hydroxide; In 1,4-dioxane; ethanol; 1: |Curtius Rearrangement;

DOI:10.1097/CAD.0000000000000322

upstream raw materials:

3-chloro-3-(4-fluorophenyl)acrylonitrile

methylhydrazine

1-(4-fluorophenyl)ethanone

(Z)-ethyl 4-(4-fluorophenyl)-2-hydroxy-4-oxobut-2-enoate

Downstream raw materials:

N-[5-(4-Fluoro-phenyl)-2-methyl-2H-pyrazol-3-yl]-4-methyl-benzenesulfonamide

Refernces

• 1、 Guo, Guangzhu,Liu, Jianzhen,Wang, Guanjie,Zhang, Daoguang,Lu, Jinjie,Zhao, Guisen. "Synthesis and biological evaluation of 3-(4-fluorophenyl)-1H-pyrazole derivatives as androgen receptor antagonists". . p. 278 - 285. Retrieved 2016/03/30.