5-Amino-1-(3-chloro-4-fluorophenyl)-1H-pyrazole-4-carbonitrile

Base Information

• Chemical Name: 5-Amino-1-(3-chloro-4-fluorophenyl)-1H-pyrazole-4-carbonitrile
• CAS No.: 175135-53-2
• Molecular Formula: C10H6ClFN4
• Molecular Weight: 236.636
• Hs Code.: 2933199090
• DSSTox Substance ID: DTXSID60371001
• Wikidata: Q82158208
• Mol file: 175135-53-2.mol

Synonyms:175135-53-2;5-Amino-1-(3-chloro-4-fluorophenyl)-1H-pyrazole-4-carbonitrile;5-amino-1-(3-chloro-4-fluorophenyl)pyrazole-4-carbonitrile;5-Amino-1-(3-chloro-4-fluorophenyl)-4-cyanopyrazole;1H-Pyrazole-4-carbonitrile, 5-amino-1-(3-chloro-4-fluorophenyl)-;SCHEMBL714057;DTXSID60371001;PC1070C;CQCMIVONXGCSME-UHFFFAOYSA-N;HMS1661M18;MFCD00052032;CCG-233718;FT-0619952;A811734;SR-01000003355;SR-01000003355-1;5-amino-1-(3-chloro-4-fluorophenyl)-4-pyrazolecarbonitrile;5-amino-1-(3-chloro-4-fluoro-phenyl)pyrazole-4-carbonitrile;5-Amino-1-(3-chloro-4-fluorophenyl)-1H-pyrazole-4-carbonitrile, AldrichCPR

Chemical Property of 5-Amino-1-(3-chloro-4-fluorophenyl)-1H-pyrazole-4-carbonitrile

Chemical Property:

• Vapor Pressure: 0.00191mmHg at 25°C
• Melting Point: 153-154oC
• Boiling Point: 301.2oC at 760 mmHg
• Flash Point: 136oC
• PSA: 67.63000
• Density: 1.453g/cm3
• LogP: 2.69988
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 236.0265021
• Heavy Atom Count: 16
• Complexity: 304

Purity/Quality:

97% ^*data from raw suppliers

5-Amino-1-(3-chloro-4-fluorophenyl)-1H-pyrazole-4-carbonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1N2C(=C(C=N2)C#N)N)Cl)F
• Uses: 5-Amino-1-(3-chloro-4-fluorophenyl)-1H-pyrazole-4-carbonitrile is an intermediate in the synthesis of Binucleine 2 (B387153). Binucleine 2 is an inhibitor of cytokinesis function of the ARK-2 pathway. Highly isoform-specific inhibitor of Drosophila Aurora B kinase.

Technology Process of 5-Amino-1-(3-chloro-4-fluorophenyl)-1H-pyrazole-4-carbonitrile

There total 1 articles about 5-Amino-1-(3-chloro-4-fluorophenyl)-1H-pyrazole-4-carbonitrile 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:

3-chloro-4-fluorophenyl hydrazine (84282-78-0) + Ethoxymethylenemalononitrile (123-06-8) → 5-amino-1-(3-chloro-4-fluorophenyl)-4-cyanopyrazole (175135-53-2)

Guidance literature:

In methanol; at 100 - 120 ℃; microwave irradiation;

DOI:10.1039/b709043a

Reference yield: 69.0%

5-amino-1-(3-chloro-4-fluorophenyl)-4-cyanopyrazole (175135-53-2) → 1-(3-chloro-4-fluorophenyl)-1H-pyrazole-4-carbonitrile

Guidance literature:

With isopentyl nitrite; In tetrahydrofuran; at 120 ℃; for 0.333333h; under 5250.53 Torr;

DOI:10.3390/molecules24101996

Reference yield: 20.0%

5-amino-1-(3-chloro-4-fluorophenyl)-4-cyanopyrazole (175135-53-2) + 4-iodo-N-(thiazol-2-yl)benzenesulfonamide (148901-09-1) → 4-(1-(3-chloro-4-fluorophenyl)-4-cyano-1H-pyrazol-5-ylamino)-N-(thiazol-2-yl)benzenesulfonamide (1104803-63-5)

Guidance literature:

With 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In 1,4-dioxane; at 150 ℃; for 0.5h; microwave;

upstream raw materials:

3-chloro-4-fluorophenyl hydrazine

Ethoxymethylenemalononitrile

Downstream raw materials:

4-(1-(3-chloro-4-fluorophenyl)-4-cyano-1H-pyrazol-5-ylamino)-N-(thiazol-2-yl)benzenesulfonamide