trans-N-[2-(4-cyanophenyl)-4,5-dihydro-1-methyl-4,4-bis(trifluoromethyl)-1H-imidazol-5-yl]-N-methyl-4-propylcyclohexanecarboxamide

Base Information

• Chemical Name: trans-N-[2-(4-cyanophenyl)-4,5-dihydro-1-methyl-4,4-bis(trifluoromethyl)-1H-imidazol-5-yl]-N-methyl-4-propylcyclohexanecarboxamide
• CAS No.: 195812-53-4
• Molecular Formula: C₂₄H₂₈F₆N₄O
• Molecular Weight: 502.503
• Mol file: 195812-53-4.mol

Synonyms:

Chemical Property of trans-N-[2-(4-cyanophenyl)-4,5-dihydro-1-methyl-4,4-bis(trifluoromethyl)-1H-imidazol-5-yl]-N-methyl-4-propylcyclohexanecarboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of trans-N-[2-(4-cyanophenyl)-4,5-dihydro-1-methyl-4,4-bis(trifluoromethyl)-1H-imidazol-5-yl]-N-methyl-4-propylcyclohexanecarboxamide

There total 9 articles about trans-N-[2-(4-cyanophenyl)-4,5-dihydro-1-methyl-4,4-bis(trifluoromethyl)-1H-imidazol-5-yl]-N-methyl-4-propylcyclohexanecarboxamide 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: 96.0%

lithium cyanide (2408-36-8) + trans-N-[2-(4-fluorophenyl)-4,5-dihydro-1-methyl-4,4-bis(trifluoromethyl)-1H-imidazol-5-yl]-N-methyl-4-propylcyclohexanecarboxamide (195812-49-8) → trans-N-[2-(4-cyanophenyl)-4,5-dihydro-1-methyl-4,4-bis(trifluoromethyl)-1H-imidazol-5-yl]-N-methyl-4-propylcyclohexanecarboxamide (195812-53-4,195812-62-5,195812-63-6)

Guidance literature:

With potassium carbonate; potassium iodide; In dimethyl sulfoxide; N,N-dimethyl-formamide; at 135 - 140 ℃;

DOI:10.1016/S0968-0896(97)00058-8

Reference yield: 71.0%

trans-4-propylcyclohexanecarbonyl chloride (67589-88-2) + 2-(4-cyanophenyl)-4,5-dihydro-N,1-dimethyl-4,4-bis(trifluoromethyl)-1H-imidazol-5-amine (195812-65-8) → trans-N-[2-(4-cyanophenyl)-4,5-dihydro-1-methyl-4,4-bis(trifluoromethyl)-1H-imidazol-5-yl]-N-methyl-4-propylcyclohexanecarboxamide (195812-53-4,195812-62-5,195812-63-6)

Guidance literature:

With pyridine; dmap; In dichloromethane; 1.) RT, overnight, 2.) reflux, 4 h;

DOI:10.1016/S0968-0896(97)00058-8

Reference yield:

α,α-bis(trifluoromethyl)-4,5-bis(4-fluorophenyl)-1-methyl-1H-imidazole-2-methanamine (81659-38-3) → trans-N-[2-(4-cyanophenyl)-4,5-dihydro-1-methyl-4,4-bis(trifluoromethyl)-1H-imidazol-5-yl]-N-methyl-4-propylcyclohexanecarboxamide (195812-53-4,195812-62-5,195812-63-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 71 percent / m-chloroperbenzoic acid / CH₂Cl₂ / Heating

2: 96 percent / LiAlH₄ / tetrahydrofuran / 2 h / Ambient temperature

3: 1.) NaH / 1.) DMF, RT, 1 h, 2.) DMF, RT, overnight

4: 8 percent / KI, K₂CO₃ / dimethylsulfoxide / 130 - 140 °C

5: 62 percent / KOt-Bu / H₂O; diethyl ether / Ambient temperature

6: 71 percent / pyridine, dimethylaminopyridine / CH₂Cl₂ / 1.) RT, overnight, 2.) reflux, 4 h

With pyridine; dmap; lithium aluminium tetrahydride; potassium tert-butylate; sodium hydride; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; potassium iodide; In tetrahydrofuran; diethyl ether; dichloromethane; water; dimethyl sulfoxide;

DOI:10.1016/S0968-0896(97)00058-8

upstream raw materials:

lithium cyanide

trans-N-[2-(4-fluorophenyl)-4,5-dihydro-1-methyl-4,4-bis(trifluoromethyl)-1H-imidazol-5-yl]-N-methyl-4-propylcyclohexanecarboxamide

trans-4-propylcyclohexanecarbonyl chloride

2-(4-cyanophenyl)-4,5-dihydro-N,1-dimethyl-4,4-bis(trifluoromethyl)-1H-imidazol-5-amine