2-[4-[[2-Butyl-4-chloro-5-(hydroxymethyl)imidazol-1-yl]methyl]phenyl]benzonitrile

Base Information

• Chemical Name: 2-[4-[[2-Butyl-4-chloro-5-(hydroxymethyl)imidazol-1-yl]methyl]phenyl]benzonitrile
• CAS No.: 114772-55-3
• Molecular Formula: C22H22ClN3O
• Molecular Weight: 379.889
• European Community (EC) Number: 601-328-2
• DSSTox Substance ID: DTXSID90560148
• Nikkaji Number: J1.906.406I
• Wikidata: Q72514126
• Mol file: 114772-55-3.mol

Synonyms:114772-55-3;Des[2'-(1H-tetrazol-5-yl)] 2-cyanolosartan;2-[4-[[2-butyl-4-chloro-5-(hydroxymethyl)imidazol-1-yl]methyl]phenyl]benzonitrile;4'-[(2-BUTYL-4-CHLORO-5-HYDROXYMETHYL-1H-IMIDAZOL-1-YL)METHYL]-1,1'-BIPHENYL-2-CARBONITRILE;2-n-Butyl-4-chloro-1-[(2'-cyanobiphenyl-4-yl)-methyl]-5-(hydroxymethyl)imidazole;4'-((2-Butyl-4-chloro-5-(hydroxymethyl)-1H-imidazol-1-yl)methyl)-[1,1'-biphenyl]-2-carbonitrile;MFCD16619233;4'-[[2-butyl-4-chloro-5-(hydroxymethyl)-1H-imidazol-1-yl]methyl]-[1,1'-biphenyl]-2-carbonitrile;FGCNIDUBRIVYBP-UHFFFAOYSA-N;4'-[[2-butyl-4-chloro-5-(hydroxymethyl)-1H-imidazol-1-yl]methyl]- [1,1'-Biphenyl]-2-carbonitrile;2-Butyl-4-chloro-1-[(2'-cyanobiphenyl-4-yl)methyl]-5-hydroxymethylimidazole;4'-(2-Butyl-4-chloro-5-hydroxymethyl-1H-imidazol-1-yl)-1,1'-biphenyl-2-carbonitrile;SCHEMBL541;DTXSID90560148;AKOS015896948;[1,1'-Biphenyl]-2-carbonitrile, 4'-[[2-butyl-4-chloro-5-(hydroxymethyl)-1H-imidazol-1-yl]methyl]-;AS-13795;CS-0110409;G65102;A846445;1-[(2'-cyano-biphenyl-4-yl) methyl]-2-butyl-4-chloro-5-hydroxymethyl-imidazole;1-[(2'-cyano-biphenyl-4-yl)methyl]-2-butyl-4-chloro-5-hydroxymethyl-imidazole;1-[(2'-Cyanobiphenyl-4-yl)methyl]-2-butyl-4-chloro-5-hydroxymethylimidazole;2-butyl-4-chloro-1-[(2'-cyanobiphenyl-4-yl)methyl]-5-(hydroxymethyl)imidazole;2-n-Butyl-4-chloro-1-[(2'-cyanobiphenyl-4-yl)-methyl]-5-(hydroxymethyl) imidazole;4'-{[2-Butyl-4-chloro-5-(hydroxymethyl)-1H-imidazol-1-yl]methyl}[1,1'-biphenyl]-2-carbonitrile

Chemical Property of 2-[4-[[2-Butyl-4-chloro-5-(hydroxymethyl)imidazol-1-yl]methyl]phenyl]benzonitrile

Chemical Property:

• Appearance/Colour: white
• Boiling Point: 605.615 °C at 760 mmHg
• PKA: 13.66±0.10(Predicted)
• Flash Point: 320.065 °C
• PSA: 61.84000
• Density: 1.191 g/cm³
• LogP: 4.95838
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 379.1451400
• Heavy Atom Count: 27
• Complexity: 499

Purity/Quality:

97% ^*data from raw suppliers

Des[2’-(1H-tetrazol-5-yl)]2-Cyanolosartan ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1=NC(=C(N1CC2=CC=C(C=C2)C3=CC=CC=C3C#N)CO)Cl
• Uses: Des[2’-(1H-tetrazol-5-yl)] 2-Cyanolosartan is a derivative of Losartan Potassium (L470500), a an angiotensin II antagonist and is commonly used to significantly reduce risk of new onset atrial fibrillation and associated stroke in high-risk patients.

Technology Process of 2-[4-[[2-Butyl-4-chloro-5-(hydroxymethyl)imidazol-1-yl]methyl]phenyl]benzonitrile

There total 171 articles about 2-[4-[[2-Butyl-4-chloro-5-(hydroxymethyl)imidazol-1-yl]methyl]phenyl]benzonitrile 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%

2-Chlorobenzonitrile (873-32-5) + 4-methylphenylboronic acid (5720-05-8) → 2-Cyano-4'-methylbiphenyl (114772-53-1)

Guidance literature:

With potassium carbonate; dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; In n-heptane; water; at 60 ℃; for 1.66667h; Inert atmosphere;

Reference yield: 100.0%

o-cyanobromobenzene (2042-37-7) + 4-methylphenylboronic acid (5720-05-8) → 2-Cyano-4'-methylbiphenyl (114772-53-1)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; In 1,4-dioxane; water; at 50 ℃; for 5h; Inert atmosphere;

DOI:10.1055/s-0036-1589143

Reference yield: 97.0%

o-cyanobromobenzene (2042-37-7) + potassium (4-methylphenyl)trifluoroborate → 2-Cyano-4'-methylbiphenyl (114772-53-1)

Guidance literature:

With 5%-palladium/activated carbon; oxygen; potassium carbonate; In ethanol; water; at 80 ℃; for 0.416667h;

DOI:10.1016/j.cclet.2015.12.022

upstream raw materials:

4-(1,3-butadienyl)morpholine

2-(4-methylbenzylidene)malononitrile

para-bromotoluene

o-cyanobromobenzene

Downstream raw materials:

losartan potassium

cozaar

2-n-butyl-4-chloro-5-hydroxymethyl-1-[(2'-(1H-tetrazol-5-yl)biphenyl-4-yl)methyl]imidazole

lorsartan