Beta-Alanine, N-[[2-[[(4-cyanophenyl)amino]methyl]-1-methyl-1H-benzimidazol-5-yl]carbonyl]-N-2-pyridinyl-, ethyl ester, ethanedioate (1:1)

Base Information

• Chemical Name: Beta-Alanine, N-[[2-[[(4-cyanophenyl)amino]methyl]-1-methyl-1H-benzimidazol-5-yl]carbonyl]-N-2-pyridinyl-, ethyl ester, ethanedioate (1:1)
• CAS No.: 1223061-77-5
• Molecular Formula: C₂H₂O₄*C₂₇H₂₆N₆O₃
• Molecular Weight: 572.577
• Mol file: 1223061-77-5.mol

Synonyms:

Chemical Property of Beta-Alanine, N-[[2-[[(4-cyanophenyl)amino]methyl]-1-methyl-1H-benzimidazol-5-yl]carbonyl]-N-2-pyridinyl-, ethyl ester, ethanedioate (1:1)

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Beta-Alanine, N-[[2-[[(4-cyanophenyl)amino]methyl]-1-methyl-1H-benzimidazol-5-yl]carbonyl]-N-2-pyridinyl-, ethyl ester, ethanedioate (1:1)

There total 9 articles about Beta-Alanine, N-[[2-[[(4-cyanophenyl)amino]methyl]-1-methyl-1H-benzimidazol-5-yl]carbonyl]-N-2-pyridinyl-, ethyl ester, ethanedioate (1:1) 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: 71.3%

ethyl 3-{[{2-amino-1-(methylamino)phen-4-yl}carbonyl](pyridyn-2-yl)amino}propanoate + (4-cyanophenyl)glycine (42288-26-6) + oxalic acid (144-62-7,97993-78-7) → ethyl 3-[[[-2-[[(4-cyanophenyl)amino]phenyl]-1-methyl-1H-benzoimidazol-5-yl]carbonyl]pyridine-2-ylamino]propionate oxalate (1223061-77-5)

Guidance literature:

(4-cyanophenyl)glycine; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; for 1h; Reflux;

ethyl 3-{[{2-amino-1-(methylamino)phen-4-yl}carbonyl](pyridyn-2-yl)amino}propanoate; In tetrahydrofuran; for 10h; Reflux;

oxalic acid;

Reference yield:

1-methyl-2-[N-(4-cyanophenyl)aminomethyl]benzimidazole-5-ylcarboxylic acid N-(2-pyridyl)-N-(2-ethoxycarbonylethyl)amide acetate salt (1188417-09-5) + oxalic acid (144-62-7,97993-78-7) → ethyl 3-[[[-2-[[(4-cyanophenyl)amino]phenyl]-1-methyl-1H-benzoimidazol-5-yl]carbonyl]pyridine-2-ylamino]propionate oxalate (1223061-77-5)

Guidance literature:

In ethyl acetate; at 20 ℃;

Reference yield:

4-chloro-3-nitrobenzoate (96-99-1) → ethyl 3-[[[-2-[[(4-cyanophenyl)amino]phenyl]-1-methyl-1H-benzoimidazol-5-yl]carbonyl]pyridine-2-ylamino]propionate oxalate (1223061-77-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: water / 4 h / Reflux

1.2: 20 °C / pH 2

2.1: thionyl chloride / N,N-dimethyl-formamide / 0.75 h / Reflux

2.2: 20 - 60 °C

3.1: ammonium formate / palladium on activated charcoal / ethanol / 3 h / Reflux

4.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 1 h / Reflux

4.2: 10 h / Reflux

With thionyl chloride; ammonium formate; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide;

upstream raw materials:

1-methyl-2-[N-(4-cyanophenyl)aminomethyl]benzimidazole-5-ylcarboxylic acid N-(2-pyridyl)-N-(2-ethoxycarbonylethyl)amide acetate salt

oxalic acid

4-Aminobenzonitrile

ethyl acrylate

Downstream raw materials:

3-({2-[(4-carbamimidoylphenylamino)methyl]-1-methyl-1H-benzoimidazole-5-carbonyl}pyridin-2-yl-amino)propionic acid ethyl ester

dabigatran etexilate

N-[[2-[[[4-[[[(hexyloxy)carbonyl]amino]iminomethyl]phenyl] amino]methyl]-1-methyl-1H-benzimidazol-5-yl]carbonyl]-N-(2-pyridinyl)-β-alanine ethyl ester methanesulfonate