Methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate

Base Information

• Chemical Name: Methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate
• CAS No.: 139481-44-0
• Molecular Formula: C25H21N3O3
• Molecular Weight: 411.46
• Hs Code.: 2933990090
• Mol file: 139481-44-0.mol

Synonyms:1-[(2'-Cyano-1,1'-biphenyl-4-yl)methyl]-2-ethoxy-7-benzimidazolecarboxylicacid methyl ester;3-[(2'-Cyanobiphenyl-4-yl)methyl]-2-ethoxy-3H-benzimidazole-4-carboxylic acidmethyl ester;Methyl1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxybenzimidazole-7-carboxylate;

Chemical Property of Methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate

Chemical Property:

• Melting Point: 168 °C
• Boiling Point: 630.416 °C at 760 mmHg
• Flash Point: 335.064 °C
• PSA: 77.14000
• Density: 1.205 g/cm³
• LogP: 4.80858
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly, Sonicated)

Purity/Quality:

99% ^*data from raw suppliers

1-[(2''-Cyano-1,1''-biphenyl-4-yl)methyl]-2-ethoxy-7-benzimidazolecarboxylicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Intermediate in the synthesis of angiotensin II receptor antagonist.

Technology Process of Methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate

There total 10 articles about Methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-1H-benzimidazole-7-carboxylate 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%

orthocarbonic acid tetraethyl ester (78-09-1) + methyl 3-amino-2-[[(2'-cyanobiphenyl-4-yl)methyl]amino]benzoate (136304-78-4) → methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-benzimidazole-7-carboxylate (139481-44-0)

Guidance literature:

With acetic acid; at 80 - 90 ℃; for 0.666667h;

DOI:10.1021/jm00067a016

Reference yield: 86.0%

→ methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-benzimidazole-7-carboxylate (139481-44-0)

Guidance literature:

Reference yield:

2-ethoxy-1H-benzimidazole-7-carboxylic acid methyl ester (150058-27-8) + 4'-(bromomethyl)-1,1'-biphenyl-2-carbonitrile (114772-54-2) → methyl 1-[(2'-cyanobiphenyl-4-yl)methyl]-2-ethoxy-benzimidazole-7-carboxylate (139481-44-0)

Guidance literature:

With potassium carbonate; In methanol; at 50 - 55 ℃; for 24h;

upstream raw materials:

orthocarbonic acid tetraethyl ester

methyl 3-amino-2-[[(2'-cyanobiphenyl-4-yl)methyl]amino]benzoate

methyl 2-carboxy-3-nitrobenzoate

acid chloride of 1-methylhydrogen-3-nitrophthalate

Downstream raw materials:

candesartan

(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 2-oxo-3-((2’-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)-[1,1’-biphenyl]-4-yl)methyl)-2,3-dihydro-1H-benzo[d]imidazole-4-carboxylate

(5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 2-ethoxy-1-((2′-(4-ethyl-5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)-biphenyl-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylate

methyl 2-ethoxy-1-((2′-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl)methyl)-1H-benzo[d]-imidazole-7-carboxylate

Refernces

• 1、 -. "Candesartan cilexetil preparation method". Paragraph 0032; 0035; 0037. . Retrieved 2017/09/26.
• 2、 -. "PROCESS FOR PREPARING CANDESARTAN CILEXETIL". Page/Page column 16; 21-22. . Retrieved 2010/10/19.