AKOS BAR-2009

Base Information

• Chemical Name: AKOS BAR-2009
• CAS No.: 776291-03-3
• Molecular Formula: C₁₃H₁₂FN
• Molecular Weight: 201.243
• Mol file: 776291-03-3.mol

Synonyms:(4'-fluoro-[1,1'-biphenyl]-4-yl)methanamine

Chemical Property of AKOS BAR-2009

Chemical Property:

• Melting Point: 270-272 °C
• Boiling Point: 322.9±30.0 °C(Predicted)
• PKA: 9.01±0.10(Predicted)
• Density: 1.124±0.06 g/cm3(Predicted)

Purity/Quality:

99% ^*data from raw suppliers

4'-Fluoro-[1,1'-biphenyl]-4-methanamine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of AKOS BAR-2009

There total 7 articles about AKOS BAR-2009 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: 91.0%

4-Bromobenzylamine (3959-07-7) + 4-fluoroboronic acid (1765-93-1) → (4'-fluoro-[1,1'-biphenyl]-4-yl)methanamine (776291-03-3)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; acetonitrile; In water; at 90 ℃;

DOI:10.1039/d0md00320d

Reference yield:

4-(4-fluorophenyl)benzaldehyde (60992-98-5) → (4'-fluoro-[1,1'-biphenyl]-4-yl)methanamine (776291-03-3)

Guidance literature:

4-(4-fluorophenyl)benzaldehyde; With sodium tetrahydroborate; In ethanol;

With phthalimide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran;

With hydrazine; In ethanol;

DOI:10.1016/S0960-894X(01)00678-3

Reference yield:

4-Bromobenzylamine (3959-07-7) → (4'-fluoro-[1,1'-biphenyl]-4-yl)methanamine (776291-03-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / acetonitrile / 0.25 h / Reflux; Inert atmosphere

1.2: Reflux; Inert atmosphere; Enzymatic reaction

1.3: 1 h / 20 °C

2.1: sodium hydroxide / water / pH 10

With potassium carbonate; sodium hydroxide; In water; acetonitrile; 1.1: |Suzuki Coupling / 1.2: |Suzuki Coupling;

DOI:10.1021/jm500707r

upstream raw materials:

4-(4-fluorophenyl)benzaldehyde

4-Bromobenzylamine

4-fluoroboronic acid

(4′-fluorobiphenyl-4-yl)methylammonium chloride

Downstream raw materials:

(4'-fluoro-4-biphenylmethyl)-{2-[1-(4-methylbenzyl)-4-piperidinyl]ethyl}amine

1-((4'-fluoro-[1,1'-biphenyl]-4-yl)methyl)-3-hydroxy-2-methylpyridine-4(1H)-thione

(4′-fluorobiphenyl-4-yl)methylammonium chloride

5-bromo-N-((4'-fluorobiphenyl-4-yl)methyl)-1-(phenylsulfonyl)-1H-indole-2-sulfonamide