1-cyclohexyl-2-(5H-imidazo[5,1-a]isoindol-5-yl)ethanone

Base Information

• Chemical Name: 1-cyclohexyl-2-(5H-imidazo[5,1-a]isoindol-5-yl)ethanone
• CAS No.: 1402838-89-4
• Molecular Formula: C₁₈H₂₀N₂O
• Molecular Weight: 280.37
• Mol file: 1402838-89-4.mol

Synonyms:rac-1-cyclohexyl-2-(5H-imidazo[5,1-a]isoindol-5-yl)ethanone

Chemical Property of 1-cyclohexyl-2-(5H-imidazo[5,1-a]isoindol-5-yl)ethanone

Chemical Property:

• Boiling Point: 521.5±33.0 °C(Predicted)
• PKA: 6.12±0.40(Predicted)
• Density: 1.26±0.1 g/cm3(Predicted)

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-cyclohexyl-2-(5H-imidazo[5,1-a]isoindol-5-yl)ethanone

There total 12 articles about 1-cyclohexyl-2-(5H-imidazo[5,1-a]isoindol-5-yl)ethanone 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: 86.0%

2-[1-(triphenylmethyl)-1H-imidazol-4-yl]benzaldehyde (1402838-08-7) + dimethyl (2-cyclohexyl-2-oxoethyl)phosphonate (58009-66-8) → rac-1-cyclohexyl-2-(5H-imidazo[5,1-a]isoindol-5-yl)ethanone (1402838-89-4)

Guidance literature:

dimethyl (2-cyclohexyl-2-oxoethyl)phosphonate; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.666667h; Inert atmosphere;

2-[1-(triphenylmethyl)-1H-imidazol-4-yl]benzaldehyde; In tetrahydrofuran; at 0 - 20 ℃; for 16h; Inert atmosphere;

With acetic acid; In methanol; at 90 ℃; for 2h;

DOI:10.1021/acs.jmedchem.9b00662

Reference yield: 86.0%

→ rac-1-cyclohexyl-2-(5H-imidazo[5,1-a]isoindol-5-yl)ethanone (1402838-89-4)

Guidance literature:

Reference yield: 77.0%

2-[1-(triphenylmethyl)-1H-imidazol-4-yl]benzaldehyde (1402838-08-7) + Cyclohexyl methyl ketone (823-76-7) → rac-1-cyclohexyl-2-(5H-imidazo[5,1-a]isoindol-5-yl)ethanone (1402838-89-4)

Guidance literature:

2-[1-(triphenylmethyl)-1H-imidazol-4-yl]benzaldehyde; Cyclohexyl methyl ketone; With sodium ethanolate; In tetrahydrofuran; ethanol; at 20 ℃; for 3h; Inert atmosphere;

With acetic acid; at 90 ℃; for 3h;

upstream raw materials:

2-[1-(triphenylmethyl)-1H-imidazol-4-yl]benzaldehyde

2-formylbenzene boronic acid

dimethyl (2-cyclohexyl-2-oxoethyl)phosphonate

ethyl cyclohexanecarboxylate

Downstream raw materials:

rac-5-(2-hydroxyl(cyclohexylethyl))-5H-imidazo[5,1-a]isoindole

(R)-5-((S)-2-hydroxyl(cyclohexylethyl))-5H-imidazo[5,1-a]isoindole

(R)-5-((R)-2-hydroxyl(cyclohexylethyl))-5H-imidazo[5,1-a]isoindole

(S)-5-((S)-2-hydroxyl(cyclohexylethyl))-5H-imidazo[5,1-a]isoindole