3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde

Base Information

• Chemical Name: 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde
• CAS No.: 870837-18-6
• Molecular Formula: C12H12N2O2
• Molecular Weight: 216.239
• Hs Code.: 2933290090
• Mol file: 870837-18-6.mol

Synonyms:3-Methoxy-4-(4-methylimidazol-1-yl)benzaldehyde;

Chemical Property of 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.576
• Boiling Point: 415.094 °C at 760 mmHg
• PKA: 5.43±0.61(Predicted)
• Flash Point: 204.842 °C
• PSA: 44.12000
• Density: 1.161 g/cm³
• LogP: 2.00180
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde

There total 13 articles about 3-Methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde 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: 64.6%

3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzonitrile (1243204-92-3) → 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde (870837-18-6)

Guidance literature:

3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzonitrile; With bis(2-methoxyethoxy)aluminum hydride; In tetrahydrofuran; toluene; at -10 ℃; Inert atmosphere;

With hydrogenchloride; water; In tetrahydrofuran; toluene; at 7 - 20 ℃;

Reference yield: 60.0%

3-methoxy-4-(4-methylimidazol-1-yl)benzoic acid methyl ester (870837-21-1) → 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde (870837-18-6)

Guidance literature:

3-methoxy-4-(4-methylimidazol-1-yl)benzoic acid methyl ester; In tetrahydrofuran; toluene; at -78 ℃; Inert atmosphere;

With manganese(IV) oxide; In dichloromethane; Inert atmosphere;

DOI:10.1021/acs.joc.6b02979

Reference yield: 15.0%

4-methyl-1H-imidazole (822-36-6) + 4-fluoro-3-methoxybenzaldehyde (128495-46-5) → 3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehyde (870837-18-6)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 1h; Inert atmosphere;

upstream raw materials:

4-methyl-1H-imidazole

4-fluoro-3-methoxybenzaldehyde

3-methoxy-4-(4-methylimidazol-1-yl)benzoic acid methyl ester

3,4-Difluorobenzonitrile

Downstream raw materials:

(Z)-(S)-4-[(S)-1-(2,6-difluoropyridin-3-yl)ethyl]-2-[1-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]methylidene]-6-methylmorpholin-3-one

(E)-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]acrylonitrile

(E)-1-[(1S)-1-(4-fluorophenyl)ethyl]-3-[3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzylidene]piperidin-2-one

3-methoxy-4-(4-methyl-1H-imidazol-1-yl)benzoic acid

Refernces

• 1、 Fischer, Christian,Zultanski, Susan L.,Zhou, Hua,Methot, Joey L.,Shah, Sanjiv,Hayashi, Ikuo,Hughes, Bethany L.,Moxham, Christopher M.,Bays, Nathan W.,Smotrov, Nadya,Hill, Armetta D.,Pan, Bo-Sheng,Wu, Zhenhua,Moy, Lily Y.,Tanga, Flobert,Kenific, Candia,Cruz, Jonathan C.,Walker, Deborah,Bouthillette, Melanie,Nikov, George N.,Deshmukh, Sujal V.,Jeliazkova-Mecheva, Valentina V.,Diaz, Damaris,Michener, Maria S.,Cook, Jacquelynn J.,Munoz, Benito,Shearman, Mark S.. "Discovery of novel triazolobenzazepinones as γ-secretase modulators with central Aβ42 lowering in rodents and rhesus monkeys". . p. 3488 - 3494. Retrieved 2015/08/06.
• 2、 Fischer, Christian,Zultanski, Susan L.,Zhou, Hua,Methot, Joey L.,Shah, Sanjiv,Nuthall, Hugh,Hughes, Bethany L.,Smotrov, Nadja,Hill, Armetta,Szewczak, Alexander A.,Moxham, Christopher M.,Bays, Nathan,Middleton, Richard E.,Munoz, Benito,Shearman, Mark S.. "Triazoloamides as potent γ-secretase modulators with reduced hERG liability". scheme or table. p. 3140 - 3146. Retrieved 2012/06/04.