Telmisartan methyl ester

Base Information

• Chemical Name: Telmisartan methyl ester
• CAS No.: 528560-93-2
• Molecular Formula: C34H32N4O2
• Molecular Weight: 528.654
• European Community (EC) Number: 610-904-2
• UNII: 9D4V6KU3AI
• DSSTox Substance ID: DTXSID40467572
• Nikkaji Number: J3.264.806A
• Wikidata: Q27272380
• Mol file: 528560-93-2.mol

Synonyms:Telmisartan methyl ester;528560-93-2;EXECUTE STANDARD;9D4V6KU3AI;J3.264.806A;2-[4-[[4-methyl-6-(1-methyl-2-benzimidazolyl)-2-propyl-1-benzimidazolyl]methyl]phenyl]benzoic acid methyl ester;Methyl 4'-((1,7'-dimethyl-2'-propyl-1H,3'H-[2,5'-bibenzo[d]imidazol]-3'-yl)methyl)-[1,1'-biphenyl]-2-carboxylate;Methyl 4'-[[2-n-Propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)-benzimidazol-1-yl]methyl]biphenyl-2-carboxylate-d3;(1,1'-Biphenyl)-2-carboxylic acid, 4'-((1,4'-dimethyl-2'-propyl(2,6'-bi-1H-benzimidazol)-1'-yl)methyl)-, methyl ester;4'-((1,4'-Dimethyl-2'-propyl-2,6'-bi(1H-benzoimidazole)-1'-yl)methyl)biphenyl-2-carboxylic acid methyl ester;Methyl 4'-((2-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazol-1-yl)methyl)biphenyl-2-carboxylate;Methyl 4'-[[2-n-Propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)-benzimidazol-1-yl]methyl]biphenyl-2-carboxylate (Telmisartan Methyl Ester);Methyl 4'-[[2-n-Propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)-benzimidazol-1-yl]methyl]biphenyl-2-carboxylate;methyl 2-[4-[[4-methyl-6-(1-methylbenzimidazol-2-yl)-2-propylbenzimidazol-1-yl]methyl]phenyl]benzoate;UNII-9D4V6KU3AI;SCHEMBL255337;DTXSID40467572;HJCCZIABCSDUPE-UHFFFAOYSA-N;BCP12012;AKOS015895469;AC-8734;AS-11336;TEMISARTAN IMPURITY I [EP IMPURITY];FT-0652608;FT-0672127;A829283;Q27272380;4'-[[4-methyl-6-(1-methyl-1h-benzimidazol-2-yl)-2-propyl-1h-benzimidazol-1-yl]methyl]biphenyl-2-carboxylic acid methyl ester;Methyl 4'-[(1,4'-dimethyl-2'-propyl[2,6'-bi-1H-benzimidazol]-1'-yl)methyl]-[1,1 '-biphenyl]-2-carboxylate;METHYL 4-((1,7-DIMETHYL-2-PROPYL-1H,3H-(2,5-BIBENZIMIDAZOL)-3-YL)METHYL)(1,1-BIPHENYL)-2-CARBOXYLATE

Chemical Property of Telmisartan methyl ester

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 170-175 °C
• Refractive Index: 1.646
• Boiling Point: 771.187 °C at 760 mmHg
• PKA: 5.00±0.10(Predicted)
• Flash Point: 420.199 °C
• PSA: 61.94000
• Density: 1.203 g/cm³
• LogP: 7.35280
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly, Sonicated)
• XLogP3: 7.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 528.25252628
• Heavy Atom Count: 40
• Complexity: 846

Purity/Quality:

99% ^*data from raw suppliers

Methyl4’-[[2-n-Propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)-benzimidazol-1-yl]methyl]biphenyl-2-carboxylate(TelmisartanMethylEster) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC1=NC2=C(N1CC3=CC=C(C=C3)C4=CC=CC=C4C(=O)OC)C=C(C=C2C)C5=NC6=CC=CC=C6N5C

Technology Process of Telmisartan methyl ester

There total 23 articles about Telmisartan 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: 100.0%

methyl 4'-bromo-[1,1'-biphenyl]-2-carboxylate (17103-26-3) → 4'-[[4-methyl-6-(1-methyl-1H-benzimidazol-2-yl)-2-propyl-1H-benzimidazol-1-yl]methyl]biphenyl-2-carboxylic acid methyl ester (528560-93-2)

Guidance literature:

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole; With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In water; toluene; at 80 - 90 ℃; Heating / reflux;

methyl 4'-bromo-[1,1'-biphenyl]-2-carboxylate; In water; toluene; for 3.5h; Product distribution / selectivity;

Reference yield: 95.1%

Methyl 4'-(bromomethyl)biphenyl-2-carboxylate (114772-38-2) + 2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole (152628-02-9) → 4'-[[4-methyl-6-(1-methyl-1H-benzimidazol-2-yl)-2-propyl-1H-benzimidazol-1-yl]methyl]biphenyl-2-carboxylic acid methyl ester (528560-93-2)

Guidance literature:

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole; With potassium tert-butylate; In dimethyl sulfoxide; isopropyl alcohol; Inert atmosphere;

Methyl 4'-(bromomethyl)biphenyl-2-carboxylate; In dimethyl sulfoxide; isopropyl alcohol; at 30 - 35 ℃; for 6h; Inert atmosphere;

Reference yield: 95.0%

temozolomide (85622-93-1) + telmisatran (144701-48-4) → 4'-[[4-methyl-6-(1-methyl-1H-benzimidazol-2-yl)-2-propyl-1H-benzimidazol-1-yl]methyl]biphenyl-2-carboxylic acid methyl ester (528560-93-2)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; water; at 60 ℃; for 6h; Sealed tube;

DOI:10.1002/anie.201911896

upstream raw materials:

Methyl 4'-(bromomethyl)biphenyl-2-carboxylate

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole

methyl 4'-bromo-[1,1'-biphenyl]-2-carboxylate

methyl 4'-((6-formyl-4-methyl-2-n-propyl-1H-benzimidazol-1-yl)methyl)biphenyl-2-carboxylate

Downstream raw materials:

telmisartan sodium

4'-(1,4'-dimethyl-2'-propyl-1H-[2,5']dibenzimidazolyl-3'-ylmethyl)biphenyl-2-carboxylic acid methyl ester hydrochloride

4'-[[2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)-benzimidazol-1-yl]-methyl]-biphenyl-2-carboxylic acid ammonium salt

telmisatran

Refernces

• 1、 Svec, Riley L.,Hergenrother, Paul J.. "Imidazotetrazines as Weighable Diazomethane Surrogates for Esterifications and Cyclopropanations". supporting information. p. 1857 - 1862. Retrieved 2019/12/27.
• 2、 -. "Method for preparing telmisartan and intermediates thereof". . . Retrieved 2017/08/31.