Methyl-carbamic acid 4-(2-{4-[1-(4-fluoro-benzyl)-1H-benzoimidazol-2-ylamino]-piperidin-1-yl}-ethyl)-phenyl ester

Base Information

• Chemical Name: Methyl-carbamic acid 4-(2-{4-[1-(4-fluoro-benzyl)-1H-benzoimidazol-2-ylamino]-piperidin-1-yl}-ethyl)-phenyl ester
• CAS No.: 73736-65-9
• Molecular Formula: C₂₉H₃₂FN₅O₂
• Molecular Weight: 501.604
• Mol file: 73736-65-9.mol

Synonyms:Methyl-carbamic acid 4-(2-{4-[1-(4-fluoro-benzyl)-1H-benzoimidazol-2-ylamino]-piperidin-1-yl}-ethyl)-phenyl ester

Chemical Property of Methyl-carbamic acid 4-(2-{4-[1-(4-fluoro-benzyl)-1H-benzoimidazol-2-ylamino]-piperidin-1-yl}-ethyl)-phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl-carbamic acid 4-(2-{4-[1-(4-fluoro-benzyl)-1H-benzoimidazol-2-ylamino]-piperidin-1-yl}-ethyl)-phenyl ester

There total 9 articles about Methyl-carbamic acid 4-(2-{4-[1-(4-fluoro-benzyl)-1H-benzoimidazol-2-ylamino]-piperidin-1-yl}-ethyl)-phenyl ester 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: 20.0%

O-desmethyl astemizole (73736-50-2) + methylcarbamoyl chloride (6452-47-7) → Methyl-carbamic acid 4-(2-{4-[1-(4-fluoro-benzyl)-1H-benzoimidazol-2-ylamino]-piperidin-1-yl}-ethyl)-phenyl ester (73736-65-9)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1021/jm00150a029

Reference yield:

(1H-benzimidazol-2-yl)-(1-ethoxycarbonyl-piperidin-4-yl)amine (73734-07-3) → Methyl-carbamic acid 4-(2-{4-[1-(4-fluoro-benzyl)-1H-benzoimidazol-2-ylamino]-piperidin-1-yl}-ethyl)-phenyl ester (73736-65-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 40 percent / sodium carbonate, potassium iodide / dimethylformamide / 70 °C

2: 82 percent / 48 percent hydrobromic acid / 1 h / Heating

3: 46.7 percent / Na₂CO₃ / dimethylformamide / 20 h / 70 °C

4: 88.5 percent / H₂ / 10 percent Pd/C / methanol

5: 20 percent / (C₂H₅)3N / CH₂Cl₂

With hydrogen bromide; hydrogen; sodium carbonate; triethylamine; potassium iodide; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00150a029

Reference yield:

ethyl 4-[[1-[(4-fluorophenyl)methyl]-1H-benzimidazol-2-yl]amino]-1-piperidinecarboxylate (84501-68-8) → Methyl-carbamic acid 4-(2-{4-[1-(4-fluoro-benzyl)-1H-benzoimidazol-2-ylamino]-piperidin-1-yl}-ethyl)-phenyl ester (73736-65-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 82 percent / 48 percent hydrobromic acid / 1 h / Heating

2: 46.7 percent / Na₂CO₃ / dimethylformamide / 20 h / 70 °C

3: 88.5 percent / H₂ / 10 percent Pd/C / methanol

4: 20 percent / (C₂H₅)3N / CH₂Cl₂

With hydrogen bromide; hydrogen; sodium carbonate; triethylamine; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00150a029

upstream raw materials:

O-desmethyl astemizole

methylcarbamoyl chloride

1-benzyloxy-4-(2-methanesulfonyloxyethyl)benzene

astemizole

Refernces