2-(4-chlorophenyl)-2-[4-(1H-pyrazol-4-yl)phenyl]ethanamine

Base Information

• Chemical Name: 2-(4-chlorophenyl)-2-[4-(1H-pyrazol-4-yl)phenyl]ethanamine
• CAS No.: 857530-81-5
• Molecular Formula: C17H16ClN3
• Molecular Weight: 297.787
• ChEMBL ID: CHEMBL223393
• DSSTox Substance ID: DTXSID201191280
• Nikkaji Number: J2.627.525C
• Mol file: 857530-81-5.mol

Synonyms:2-(4-chlorophenyl)-2-[4-(1H-pyrazol-4-yl)phenyl]ethanamine;pyrazole-based inhibitor 8;CHEMBL223393;SCHEMBL1977797;BDBM16218;DTXSID201191280;857530-81-5;PD036678;2-(4-Chlorophenyl)-2-[4-(1H-pyrazol-4-yl)phenyl]ethylamine;2-(4-chlorophenyl)-2-[4-(1H-pyrazol-4-yl)phenyl]ethan-1-amine

Chemical Property of 2-(4-chlorophenyl)-2-[4-(1H-pyrazol-4-yl)phenyl]ethanamine

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 297.1032752
• Heavy Atom Count: 21
• Complexity: 309

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C2=CNN=C2)C(CN)C3=CC=C(C=C3)Cl

Technology Process of 2-(4-chlorophenyl)-2-[4-(1H-pyrazol-4-yl)phenyl]ethanamine

There total 5 articles about 2-(4-chlorophenyl)-2-[4-(1H-pyrazol-4-yl)phenyl]ethanamine 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:

pyrazole-4-boronic acid pinacol ester (269410-08-4) + 2,2-bis(4-chlorophenyl)ethanamine (85336-82-9) → 2-(4-chloro-phenyl)-2-[4-(1H-pyrazol-4-yl)-phenyl]-ethylamine (857530-81-5)

Guidance literature:

With potassium carbonate; bis(tri-t-butylphosphine)palladium⁽⁰⁾; In various solvent(s); at 135 ℃; for 30h; microwave irradiation;

DOI:10.1021/jm070091b

Reference yield:

bis(4'-chlorophenyl)acetic acid (83-05-6) → 2-(4-chloro-phenyl)-2-[4-(1H-pyrazol-4-yl)-phenyl]-ethylamine (857530-81-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: N,N'-carbonyl-di-imidazole / CH₂Cl₂ / 0.25 h / 20 °C

1.2: 63 percent / NH₃ / methanol; CH₂Cl₂ / 16 h / 20 °C

2.1: AlCl₃; LiAlH₄ / diethyl ether / 0 - 20 °C

3.1: 40 mg / K₂CO₃ / bis(tri-t-butylphosphine)palladium⁽⁰⁾ / various solvent(s) / 30 h / 135 °C / microwave irradiation

With lithium aluminium tetrahydride; aluminium trichloride; potassium carbonate; bis(tri-t-butylphosphine)palladium⁽⁰⁾; In diethyl ether; dichloromethane;

DOI:10.1021/jm070091b

Reference yield:

2,2-bis-(4-chloro-phenyl)acetamide (52234-91-0) → 2-(4-chloro-phenyl)-2-[4-(1H-pyrazol-4-yl)-phenyl]-ethylamine (857530-81-5)

Guidance literature:

Multi-step reaction with 2 steps

1: AlCl₃; LiAlH₄ / diethyl ether / 0 - 20 °C

2: 40 mg / K₂CO₃ / bis(tri-t-butylphosphine)palladium⁽⁰⁾ / various solvent(s) / 30 h / 135 °C / microwave irradiation

With lithium aluminium tetrahydride; aluminium trichloride; potassium carbonate; bis(tri-t-butylphosphine)palladium⁽⁰⁾; In diethyl ether;

DOI:10.1021/jm070091b

upstream raw materials:

pyrazole-4-boronic acid pinacol ester

2,2-bis(4-chlorophenyl)ethanamine

bis(4'-chlorophenyl)acetic acid

2,2-bis-(4-chloro-phenyl)acetamide

Refernces

• 1、 Saxty, Gordon,Woodhead, Steven J.,Berdini, Valerio,Davies, Thomas G.,Verdonk, Marcel L.,Wyatt, Paul G.,Boyle, Robert G.,Barford, David,Downham, Robert,Garrett, Michelle D.,Carr, Robin A.. "Identification of inhibitors of protein kinase B using fragment-based lead discovery". . p. 2293 - 2296. Retrieved 2008/02/05.
• 2、 -. "PYRAZOLE DERIVATIVES AS PROTEIN KINASE MODULATORS". Page/Page column 108. . Retrieved 2010/02/12.