5-Amino-biphenyl-2-carboxylic acid methyl ester

Base Information

• Chemical Name: 5-Amino-biphenyl-2-carboxylic acid methyl ester
• CAS No.: 51990-95-5
• Molecular Formula: C14H13NO2
• Molecular Weight: 227.25852
• DSSTox Substance ID: DTXSID501262876
• Mol file: 51990-95-5.mol

Synonyms:51990-95-5;5-AMINO-BIPHENYL-2-CARBOXYLIC ACID METHYL ESTER;methyl 4-amino-2-phenylbenzoate;Methyl 5-amino-[1,1'-biphenyl]-2-carboxylate;SCHEMBL630047;RCQJWALJLIKPAA-UHFFFAOYSA-N;DTXSID501262876;BCA99095;MFCD12913682;AKOS024261971;SB37481;2-phenyl-4-aminobenzoic acid methyl ester;CS-0341603;Methyl5-amino-[1,1'-biphenyl]-2-carboxylate;EN300-18780379;A1-42306;5-Amino-biphenyl-2-carboxylic acid methyl ester, AldrichCPR

Chemical Property of 5-Amino-biphenyl-2-carboxylic acid methyl ester

Chemical Property:

• PSA: 52.32000
• LogP: 3.30360
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 227.094628657
• Heavy Atom Count: 17
• Complexity: 261

Purity/Quality:

97% ^*data from raw suppliers

5-Amino-biphenyl-2-carboxylicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C=C(C=C1)N)C2=CC=CC=C2

Technology Process of 5-Amino-biphenyl-2-carboxylic acid methyl ester

There total 5 articles about 5-Amino-biphenyl-2-carboxylic acid methyl ester 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: 99.0%

pyrographite (7440-44-0) + palladium (7440-05-3) + 5-nitro-biphenyl-2-carboxylic acid methyl ester → 5-amino-biphenyl-2-carboxylic acid methyl ester (51990-95-5)

Guidance literature:

With ammonium formate; In methanol; chloroform;

Reference yield: 90.0%

5-nitro-biphenyl-2-carboxylic acid methyl ester → 5-amino-biphenyl-2-carboxylic acid methyl ester (51990-95-5)

Guidance literature:

With hydrogenchloride; iron; In tetrahydrofuran; water; at 55 - 60 ℃; for 8h;

Reference yield:

methyl 2-bromo-4-nitrobenzoate (100959-22-6) → 5-amino-biphenyl-2-carboxylic acid methyl ester (51990-95-5)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate; palladium diacetate; triphenylphosphine / toluene; water / 2 h / 55 - 60 °C / Inert atmosphere

2: iron; hydrogenchloride / water; tetrahydrofuran / 8 h / 55 - 60 °C

With hydrogenchloride; palladium diacetate; iron; potassium carbonate; triphenylphosphine; In tetrahydrofuran; water; toluene;

upstream raw materials:

pyrographite

palladium

methyl 2-bromo-4-nitrobenzoate

phenylboronic acid

Downstream raw materials:

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

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

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

C₂₆H₂₅N₃O₃