2-Descarboxy-2-cyano Telmisartan

Base Information

• Chemical Name: 2-Descarboxy-2-cyano Telmisartan
• CAS No.: 144702-27-2
• Molecular Formula: C33H29 N5
• Molecular Weight: 495.627
• European Community (EC) Number: 604-438-9
• UNII: A8M0GXG1XV
• DSSTox Substance ID: DTXSID20162790
• Nikkaji Number: J3.348.761D
• Wikidata: Q27273773
• Mol file: 144702-27-2.mol

Synonyms:2-Descarboxy-2-cyano Telmisartan;144702-27-2;UNII-A8M0GXG1XV;A8M0GXG1XV;Telmisartan impurity G [EP];2-Descarboxy-2-cyanoTelmisartan-d3;(1,1'-Biphenyl)-2-carbonitrile, 4'-((1,4'-dimethyl-2'-propyl(2,6'-bi-1H-benzimidazol)-1'-yl)methyl)-;4'-((4-Methyl-6-(1-methyl-1H-benzimidazol-2-yl)-2-propyl-1H-benzimidazol-1-yl)methyl)biphenyl-2-carbonitrile;PROPYL[2,6'-BI-1H-BENZIMIDAZOL]-1'-YL]METHYL]-;2-[4-[[4-methyl-6-(1-methylbenzimidazol-2-yl)-2-propylbenzimidazol-1-yl]methyl]phenyl]benzonitrile;Telmisartan EP Impurity G;SCHEMBL2020774;DTXSID20162790;XIEVZYAEXURSHX-UHFFFAOYSA-N;FT-0665981;TELMISARTAN IMPURITY G [EP IMPURITY];EC 480-420-2;Imidazo[1,2-a]pyridine-3-carboxaldehyde,oxime;A1-01721;Q27273773;4'-((1,7'-Dimethyl-2'-propyl-1H,3'H-[2,5'-bibenzo[d]imidazol]-3'-yl)methyl)-[1,1'-biphenyl]-2-carbonitrile;4'-(1,4'-Dimethyl-2'-propyl-2,6'-bi[1H-benzoimidazole]-1'-ylmethyl)biphenyl-2-carbonitrile;4'-(2-Propyl-4-methyl-6-(1-methylbenzimidazolyl-2-yl)-benzimidazol-1-ylmethyl)biphenyl-2-carbonitril;4'-[(1,4'-dimethyl-2'-propyl [2,6'-bi-1H-benzimidazol]-1'-yl)methyl]-[1,1'-biphenyl]-2-carbonitrile;4'-[[2-N-Propyl-4-methyl-6-(1-methyl-benzimidazol-2-yl)-1hbenzimidazol-1-yl]-methyl]-2-cyano-biphenyl4'-[[2-N-propyl-4-methyl-6-(1-2methylbenzimidazol-2-yl)-benzimidazol-1-yl]-methyl]-2-cyano-biphenyl;4'-[[2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)-benzimidazol-1-yl]-methyl]-2-cyano-biphenyl;4'-[[4-Methyl-6-(1-methyl-1H-benz-imidazol-2-yl)-2-propyl-1H-benzimidazol-1-yl]-methyl]biphenyl-2-carbonitrile;4'-[(1,4'-Dimethyl-2'-propyl[2,6'-bi-1H-benzimidazol]-1'-yl)methyl][1,1'-biphenyl]-2-carbonitrile;Telmisartan Imp G (EP);Telmisartan Impurity G;4'-{[4-methyl-6-(1-methyl-1H-1,3-benzodiazol-2-yl)-2-propyl-1H-1,3-benzodiazol-1-yl]methyl}-[1,1'-biphenyl]-2-carbonitrile;4?-[[4-Methyl-6-(1-methyl-1H-benzimidazol-2-yl)-2-propyl-1H-benzimidazol-1-yl]methyl][1,1?-biphenyl]-2-carbonitrile

Chemical Property of 2-Descarboxy-2-cyano Telmisartan

Chemical Property:

• Melting Point: 181.2-182.1℃
• Boiling Point: 775.1±70.0 °C(Predicted)
• PKA: 4.99±0.10(Predicted)
• Flash Point: 422.581oC
• PSA: 59.43000
• Density: 1.18±0.1 g/cm3(Predicted)
• LogP: 7.43788
• Water Solubility.: 6μg/L at 20℃
• XLogP3: 7.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 495.24229595
• Heavy Atom Count: 38
• Complexity: 829

Purity/Quality:

99% ^*data from raw suppliers

2-Descarboxy-2-cyanoTelmisartan ^*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#N)C=C(C=C2C)C5=NC6=CC=CC=C6N5C
• Uses: 2-Descarboxy-2-cyano Telmisartan is an impurity of the angiotensin II receptor antagonist, Telmisartan (T017000).

Technology Process of 2-Descarboxy-2-cyano Telmisartan

There total 22 articles about 2-Descarboxy-2-cyano Telmisartan 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: 90.0%

7-methyl-N-(2-methylamino)-phenyl-2-propyl-3-(2'-cyano-4-ylmethylbiphenyl)-3H-benzimidazole-5-carboxamide (1098100-88-9) → 4'-[[2-n-propyl-4-methyl-6-(1-methyl-benzimidazol-2-yl)-1H-benzimidazol-1-yl]-methyl]-2-cyano-biphenyl (144702-27-2)

Guidance literature:

With boric acid; In toluene; for 2h; Product distribution / selectivity; Heating / reflux;

Reference yield: 89.0%

C33H30BrN5 → 4'-[[2-n-propyl-4-methyl-6-(1-methyl-benzimidazol-2-yl)-1H-benzimidazol-1-yl]-methyl]-2-cyano-biphenyl (144702-27-2)

Guidance literature:

With copper(l) iodide; caesium carbonate; In dimethyl sulfoxide; at 110 ℃;

DOI:10.1039/d0ra00886a

Reference yield: 87.73%

4'-(bromomethyl)-1,1'-biphenyl-2-carbonitrile (114772-54-2) + 2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole (152628-02-9) → 4'-[[2-n-propyl-4-methyl-6-(1-methyl-benzimidazol-2-yl)-1H-benzimidazol-1-yl]-methyl]-2-cyano-biphenyl (144702-27-2)

Guidance literature:

2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)benzimidazole; With potassium tert-butylate; In ISOPROPYLAMIDE; at 20 ℃; for 1h;

4'-(bromomethyl)-1,1'-biphenyl-2-carbonitrile; In ISOPROPYLAMIDE; at 5 - 10 ℃; for 2h;

upstream raw materials:

N-methyl-1,2-phenylenediamine

N-((2-cyano-biphenyl-4'-methyl)amino-6-methyl-4-(1-methyl-1H-benzo[d]imidazol-2-yl)phenyl)butyramide

7-methyl-N-(2-methylamino)-phenyl-2-propyl-3-(2'-cyano-4-ylmethylbiphenyl)-3H-benzimidazole-5-carboxamide

4'-((N,7-dimethyl-N-(2-aminophenyl)-2-propyl-3H-benzo[d]imidazole-5-carboxamide-3-yI)-methyl)-biphenyl-2-nitrile

Downstream raw materials:

telmisatran

tert-butyl-4'-[[2-n-propyl-4-methyl-6-(1-methylbenzimidazol-2-yl)-benzimidazol-1-yl]-methyl]-biphenyl-2-carboxylate hydrochloride

4’-((1,7′-dimethyl-2′-propyl-1H,3′H-[2,5′-bibenzo[d]imidazol]-3′-yl)methyl)-[1,1′-biphenyl]-2-carboxamide

4'-{[2-n-propyl-4-methyl-6-(1-methylbenzoimidazol-2-yl)benzoimidazol-1-yl]methyl}-2-(1H-imidazoline-2-yl)biphenyl