6-<1'''-(3,5-dimethoxybenzyl)-1'''H-benzimidazol-2'''-yl>-N-methyl-N-<4'-<4''-(methylamino)-3''-nitrobenzyl>-2'-nitrophenyl>pyridine-2-carboxamide

Base Information

• Chemical Name: 6-<1'''-(3,5-dimethoxybenzyl)-1'''H-benzimidazol-2'''-yl>-N-methyl-N-<4'-<4''-(methylamino)-3''-nitrobenzyl>-2'-nitrophenyl>pyridine-2-carboxamide
• CAS No.: 156818-76-7
• Molecular Formula: C₃₇H₃₃N₇O₇
• Molecular Weight: 687.712
• Mol file: 156818-76-7.mol

Synonyms:

Chemical Property of 6-<1'''-(3,5-dimethoxybenzyl)-1'''H-benzimidazol-2'''-yl>-N-methyl-N-<4'-<4''-(methylamino)-3''-nitrobenzyl>-2'-nitrophenyl>pyridine-2-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-<1'''-(3,5-dimethoxybenzyl)-1'''H-benzimidazol-2'''-yl>-N-methyl-N-<4'-<4''-(methylamino)-3''-nitrobenzyl>-2'-nitrophenyl>pyridine-2-carboxamide

There total 7 articles about 6-<1'''-(3,5-dimethoxybenzyl)-1'''H-benzimidazol-2'''-yl>-N-methyl-N-<4'-<4''-(methylamino)-3''-nitrobenzyl>-2'-nitrophenyl>pyridine-2-carboxamide 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: 51.0%

4,4’-methylene-2,2’-dinitro-bis(N-methyl-aniniline) (100974-85-4) + 6-[1-(3,5-Dimethoxy-benzyl)-1H-benzoimidazol-2-yl]-pyridine-2-carbonyl chloride → 6-<1'''-(3,5-dimethoxybenzyl)-1'''H-benzimidazol-2'''-yl>-N-methyl-N-<4'-<4''-(methylamino)-3''-nitrobenzyl>-2'-nitrophenyl>pyridine-2-carboxamide (156818-76-7)

Guidance literature:

With triethylamine; In chloroform; 1.) room temp., 3 h, 2.) 60 deg C, 15 h;

DOI:10.1002/hlca.19940770406

Reference yield:

3,5-dimethoxybenzyl bromide (877-88-3) → 6-<1'''-(3,5-dimethoxybenzyl)-1'''H-benzimidazol-2'''-yl>-N-methyl-N-<4'-<4''-(methylamino)-3''-nitrobenzyl>-2'-nitrophenyl>pyridine-2-carboxamide (156818-76-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) NaH / 1.) THF, 0 deg C, 2.) THF, reflux, 15 h

2: 87 percent / t-BuOK / tetrahydrofuran; H₂O / Heating

3: SOCl₂ / dimethylformamide; 1,2-dichloro-ethane / 2 h / 80 °C

4: 51 percent / Et₃N / CHCl₃ / 1.) room temp., 3 h, 2.) 60 deg C, 15 h

With thionyl chloride; potassium tert-butylate; sodium hydride; triethylamine; In tetrahydrofuran; chloroform; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1002/hlca.19940770406

Reference yield:

6-(1'H-benzimidazol-2'-yl)pyridine-2-carboxylic acid (144493-38-9) → 6-<1'''-(3,5-dimethoxybenzyl)-1'''H-benzimidazol-2'''-yl>-N-methyl-N-<4'-<4''-(methylamino)-3''-nitrobenzyl>-2'-nitrophenyl>pyridine-2-carboxamide (156818-76-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 84 percent / conc. H₂SO₄ / ethanol / 2 h / Heating

2: 89 percent / AlCl₃ / toluene / 15 h / 40 °C

3: 1.) NaH / 1.) THF, 0 deg C, 2.) THF, reflux, 15 h

4: 87 percent / t-BuOK / tetrahydrofuran; H₂O / Heating

5: SOCl₂ / dimethylformamide; 1,2-dichloro-ethane / 2 h / 80 °C

6: 51 percent / Et₃N / CHCl₃ / 1.) room temp., 3 h, 2.) 60 deg C, 15 h

With aluminium trichloride; thionyl chloride; sulfuric acid; potassium tert-butylate; sodium hydride; triethylamine; In tetrahydrofuran; ethanol; chloroform; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;

DOI:10.1002/hlca.19940770406

upstream raw materials:

4,4’-methylene-2,2’-dinitro-bis(N-methyl-aniniline)

3,5-dimethoxybenzyl bromide

6-(1'H-benzimidazol-2'-yl)pyridine-2-carboxylic acid

ethyl 6-(1H-benzimidazol-2-yl)pyridine-2-carboxylate