4-{[4-(5-{[(1-methoxy-1-methyl)amino]carbonyl}benzimidazol-2-yl)benzoyl]amino}-2,2,6,6-tetramethylpiperidin-1-oxyl

Base Information

• Chemical Name: 4-{[4-(5-{[(1-methoxy-1-methyl)amino]carbonyl}benzimidazol-2-yl)benzoyl]amino}-2,2,6,6-tetramethylpiperidin-1-oxyl
• CAS No.: 1365543-41-4
• Molecular Formula: C₂₆H₃₂N₅O₄
• Molecular Weight: 478.571

Synonyms:4-{[4-(5-{[(1-methoxy-1-methyl)amino]carbonyl}benzimidazol-2-yl)benzoyl]amino}-2,2,6,6-tetramethylpiperidin-1-oxyl

Chemical Property of 4-{[4-(5-{[(1-methoxy-1-methyl)amino]carbonyl}benzimidazol-2-yl)benzoyl]amino}-2,2,6,6-tetramethylpiperidin-1-oxyl

Chemical Property:

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Technology Process of 4-{[4-(5-{[(1-methoxy-1-methyl)amino]carbonyl}benzimidazol-2-yl)benzoyl]amino}-2,2,6,6-tetramethylpiperidin-1-oxyl

There total 5 articles about 4-{[4-(5-{[(1-methoxy-1-methyl)amino]carbonyl}benzimidazol-2-yl)benzoyl]amino}-2,2,6,6-tetramethylpiperidin-1-oxyl 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: 95.0%

4-(5-{[(1-methoxy-1-methyl)amino]carbonyl}benzimidazol-2-yl)benzoic acid (1365543-40-3) + 4-amino-2,2,6,6-tetramethyl-1-piperidine-1-oxyl (14691-88-4,78774-22-8) → 4-{[4-(5-{[(1-methoxy-1-methyl)amino]carbonyl}benzimidazol-2-yl)benzoyl]amino}-2,2,6,6-tetramethylpiperidin-1-oxyl (1365543-41-4)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 5h;

DOI:10.1016/j.bmcl.2012.01.042

Reference yield:

3,4-dinitrobenzoic acid (528-45-0) → 4-{[4-(5-{[(1-methoxy-1-methyl)amino]carbonyl}benzimidazol-2-yl)benzoyl]amino}-2,2,6,6-tetramethylpiperidin-1-oxyl (1365543-41-4)

Guidance literature:

Multi-step reaction with 5 steps

1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 1 h / 20 °C

2: triethylamine / dichloromethane / 0.5 h / 20 °C / Cooling with ice

3: 5%-palladium/activated carbon; hydrogen / methanol / 40 h / 20 °C

4: sodium metabisulfite / ethanol; water / 6 h / Reflux

5: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 5 h / 20 °C

With oxalyl dichloride; sodium metabisulfite; 5%-palladium/activated carbon; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N,N-dimethyl-formamide; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2012.01.042

Reference yield:

3,4-dinitrobenzoyl chloride (24376-18-9) → 4-{[4-(5-{[(1-methoxy-1-methyl)amino]carbonyl}benzimidazol-2-yl)benzoyl]amino}-2,2,6,6-tetramethylpiperidin-1-oxyl (1365543-41-4)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine / dichloromethane / 0.5 h / 20 °C / Cooling with ice

2: 5%-palladium/activated carbon; hydrogen / methanol / 40 h / 20 °C

3: sodium metabisulfite / ethanol; water / 6 h / Reflux

4: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 5 h / 20 °C

With sodium metabisulfite; 5%-palladium/activated carbon; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2012.01.042

upstream raw materials:

4-(5-{[(1-methoxy-1-methyl)amino]carbonyl}benzimidazol-2-yl)benzoic acid

4-amino-2,2,6,6-tetramethyl-1-piperidine-1-oxyl

3,4-dinitrobenzoic acid

3,4-dinitrobenzoyl chloride

Downstream raw materials:

4-[{4-(5-formylbenzimidazol-2-yl)benzoyl}amino]-2,2,6,6-tetramethylpiperidin-1-oxyl

4-[(4-{5-[5-({[(2,2,6,6-tetramethylpiperidin-1-oxyl)-4-yl]amino}carbonyl)benzimidazol-2-yl]benzimidazol-2-yl}benzoyl)amino]-2,2,6,6-tetramethylpiperidin-1-oxyl

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