5-Amino-1-(tert-butyl)-3-(4-fluorophenyl)-1h-pyrazole-4-carbonitrile

Base Information

• Chemical Name: 5-Amino-1-(tert-butyl)-3-(4-fluorophenyl)-1h-pyrazole-4-carbonitrile
• CAS No.: 320422-34-2
• Molecular Formula: C14H15FN4
• Molecular Weight: 258.298
• Hs Code.: 2933199090
• DSSTox Substance ID: DTXSID10372200
• Wikidata: Q82159781
• Mol file: 320422-34-2.mol

Synonyms:5-amino-1-(tert-butyl)-3-(4-fluorophenyl)-1h-pyrazole-4-carbonitrile;320422-34-2;5-amino-1-tert-butyl-3-(4-fluorophenyl)pyrazole-4-carbonitrile;5-amino-1-tert-butyl-3-(4-fluorophenyl)-1h-pyrazole-4-carbonitrile;Bionet2_000591;SCHEMBL3691443;C14H15FN4;DTXSID10372200;VSMJGUHIVXQFGB-UHFFFAOYSA-N;HMS1365K19;VMA42234;MFCD01568265;AKOS005069554;12L-362S;CS-0323599;5-amino-1-tert-butyl-3-(4-fluorophenyl-1h-pyrazole-4-carbonitrile);5-Amino-1-(tertbutyl)-3-(4-fluorophenyl)-1H-pyrazole-4-carbonitrile;5-amino-1-tert-butyl-3-(4-fluoro-phenyl)-1H-pyrazole-4-carbonitrile

Chemical Property of 5-Amino-1-(tert-butyl)-3-(4-fluorophenyl)-1h-pyrazole-4-carbonitrile

Chemical Property:

• Melting Point: 114-116°C
• PSA: 67.63000
• LogP: 3.47928
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 258.12807466
• Heavy Atom Count: 19
• Complexity: 361

Purity/Quality:

98%min ^*data from raw suppliers

5-Amino-1-(tert-butyl)-3-(4-fluorophenyl)-1H-pyrazole-4-carbonitrile 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)N1C(=C(C(=N1)C2=CC=C(C=C2)F)C#N)N

Technology Process of 5-Amino-1-(tert-butyl)-3-(4-fluorophenyl)-1h-pyrazole-4-carbonitrile

There total 2 articles about 5-Amino-1-(tert-butyl)-3-(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: 84.4%

[(4-fluorophenyl)(methoxy)methylidene]propanedinitrile (954221-24-0) + tertbutylhydrazine hydrochloride (7400-27-3) → 5-amino-1-tert-butyl-3-(4-fluoro-phenyl)-1H-pyrazole-4-carbonitrile (320422-34-2)

Guidance literature:

In ethanol; for 2h; Heating / reflux;

Reference yield:

4-fluorobenzoyl chloride (403-43-0) → 5-amino-1-tert-butyl-3-(4-fluoro-phenyl)-1H-pyrazole-4-carbonitrile (320422-34-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran / 0.17 h / 0 °C

1.2: 1 h / 20 °C

2.1: N-ethyl-N,N-diisopropylamine / methanol; diethyl ether; acetonitrile / 18 h / 0 - 20 °C

3.1: ethanol / 2 h / Heating / reflux

With sodium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; diethyl ether; ethanol; acetonitrile;

Reference yield: 81.1%

5-amino-1-tert-butyl-3-(4-fluoro-phenyl)-1H-pyrazole-4-carbonitrile (320422-34-2) + formamide (77287-34-4,77287-35-5,60100-09-6) → 1-tert-butyl-3-(4-fluorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (338391-69-8)

Guidance literature:

at 180 ℃; for 3h;

upstream raw materials:

[(4-fluorophenyl)(methoxy)methylidene]propanedinitrile

tertbutylhydrazine hydrochloride

4-fluorobenzoyl chloride

Downstream raw materials:

1-tert-butyl-3-(4-fluorophenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine