5-{[3-(4-cyanobenzyl)-3H-imidazol-4-ylmethyl]amino}biphenyl-2-carboxylic acid

Base Information

• Chemical Name: 5-{[3-(4-cyanobenzyl)-3H-imidazol-4-ylmethyl]amino}biphenyl-2-carboxylic acid
• CAS No.: 489409-15-6
• Molecular Formula: C₂₅H₂₀N₄O₂
• Molecular Weight: 408.459
• Mol file: 489409-15-6.mol

Synonyms:5-{[3-(4-cyanobenzyl)-3H-imidazol-4-ylmethyl]amino}biphenyl-2-carboxylic acid

Chemical Property of 5-{[3-(4-cyanobenzyl)-3H-imidazol-4-ylmethyl]amino}biphenyl-2-carboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-{[3-(4-cyanobenzyl)-3H-imidazol-4-ylmethyl]amino}biphenyl-2-carboxylic acid

There total 7 articles about 5-{[3-(4-cyanobenzyl)-3H-imidazol-4-ylmethyl]amino}biphenyl-2-carboxylic acid 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: 100.0%

4-[N-((1-p-cyanobenzyl-1H-imidazol-5-yl)methyl)amino]-2-phenylbenzoic acid tert-butyl ester (344743-70-0) → 5-{[3-(4-cyanobenzyl)-3H-imidazol-4-ylmethyl]amino}biphenyl-2-carboxylic acid (489409-15-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane;

DOI:10.1016/S0960-894X(01)00055-5

Reference yield:

4-Nitro-2-phenylbenzoic acid (124391-60-2) → 5-{[3-(4-cyanobenzyl)-3H-imidazol-4-ylmethyl]amino}biphenyl-2-carboxylic acid (489409-15-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: SOCl₂ / 20 °C

2.1: 1.84 g / CH₂Cl₂ / 2 h / 20 °C

3.1: 100 percent / H₂ / Pd-C / tetrahydrofuran / 48 h / atmospheric pressure

4.1: TiCl₄ / CH₂Cl₂ / 0.5 h / 20 °C

4.2: 73 percent / NaBCNH₃ / CH₂Cl₂; methanol

5.1: TFA / CH₂Cl₂ / 1 h

With thionyl chloride; hydrogen; titanium tetrachloride; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm030236o

Reference yield:

4-nitro-2-phenylbenzoic acid tert-butyl ester (191105-38-1) → 5-{[3-(4-cyanobenzyl)-3H-imidazol-4-ylmethyl]amino}biphenyl-2-carboxylic acid (489409-15-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 100 percent / H₂ / Pd-C / tetrahydrofuran / 48 h / atmospheric pressure

2.1: TiCl₄ / CH₂Cl₂ / 0.5 h / 20 °C

2.2: 73 percent / NaBCNH₃ / CH₂Cl₂; methanol

3.1: TFA / CH₂Cl₂ / 1 h

With hydrogen; titanium tetrachloride; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm030236o

upstream raw materials:

4-[N-((1-p-cyanobenzyl-1H-imidazol-5-yl)methyl)amino]-2-phenylbenzoic acid tert-butyl ester

4-Nitro-2-phenylbenzoic acid

4-nitro-2-phenylbenzoic acid tert-butyl ester

2-bromo-4-nitrotoluene

Downstream raw materials:

2-[(5-{[3-(4-cyano-benzyl)-3H-imidazol-4-ylmethyl]-amino}-biphenyl-2-carbonyl)-amino]-4-methylsulfanyl-butyric acid methyl ester