Dabigatran Impurity p

Base Information

• Chemical Name: Dabigatran Impurity p
• CAS No.: 1408238-37-8
• Molecular Formula: C32H36N6O6
• Molecular Weight: 600.674
• Mol file: 1408238-37-8.mol

Synonyms:3-(2-(((4-(((hexyloxy)carbonyl)carbamoyl)phenyl)amino)methyl)-1-methyl-N-(pyridin-2-yl)-1H-benzo[d]imidazole-5-carboxamido)propanoic acid

Chemical Property of Dabigatran Impurity p

Chemical Property:

• PKA: 4.17±0.10(Predicted)
• PSA: 155.75000
• Density: 1.29±0.1 g/cm3(Predicted)
• LogP: 5.61250
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)

Purity/Quality:

99% ^*data from raw suppliers

N-[[2-[[[4-[[[(Hexyloxy)carbonyl]amino]carbonyl]phenyl]amino]methyl]-1-methyl-1H-benzimidazol-5-yl]carbonyl]-N-2-pyridinyl-β-alanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-[[2-[[[4-[[[(Hexyloxy)carbonyl]amino]carbonyl]phenyl]amino]methyl]-1-methyl-1H-benzimidazol-5-yl]carbonyl]-N-2-pyridinyl-β-alanine is an impurity of Dabigatran Etexilate Mesylate (D100150) which is a nonpeptide, direct thrombin inhibitor.

Technology Process of Dabigatran Impurity p

There total 6 articles about Dabigatran Impurity p 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: 21.5%

3-[[[2-[[[4-[amino[[[(hexyloxy)carbonyl]amino]methyl]]phenyl]amino]methyl]-1-methyl-1H-benzimidazol-5-yl]carbonyl](pyridin-2-yl)amino]propionic acid (1415506-19-2,212321-78-3) → 3-(2-(((4-(((hexyloxy)carbonyl)carbamoyl)phenyl)amino)methyl)-1-methyl-N-(pyridin-2-yl)-1H-benzo[d]imidazole-5-carboxamido)propionic acid (1408238-37-8)

Guidance literature:

With hydrogenchloride; water; In acetonitrile; at 40 ℃; Solvent; Reagent/catalyst; Temperature;

Reference yield:

dabigatran etexilate (211915-06-9) → 3-(2-(((4-(((hexyloxy)carbonyl)carbamoyl)phenyl)amino)methyl)-1-methyl-N-(pyridin-2-yl)-1H-benzo[d]imidazole-5-carboxamido)propionic acid (1408238-37-8)

Guidance literature:

With methanesulfonic acid; water; at 55 ℃; for 168h;

Reference yield:

(4-cyanophenyl)glycine (42288-26-6) → 3-(2-(((4-(((hexyloxy)carbonyl)carbamoyl)phenyl)amino)methyl)-1-methyl-N-(pyridin-2-yl)-1H-benzo[d]imidazole-5-carboxamido)propionic acid (1408238-37-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 1,1'-carbonyldiimidazole / tetrahydrofuran / 1 h / Reflux

1.2: Reflux

1.3: 0.5 h / 40 °C

2.1: hydrogenchloride; toluene-4-sulfonic acid / ethanol / 48 h / 20 °C

2.2: 10 - 20 °C

3.1: potassium carbonate / water; tetrahydrofuran / 1.25 h / 20 °C

4.1: water; methanesulfonic acid / 168 h / 55 °C

With hydrogenchloride; methanesulfonic acid; water; potassium carbonate; toluene-4-sulfonic acid; 1,1'-carbonyldiimidazole; In tetrahydrofuran; ethanol; water;

upstream raw materials:

(4-cyanophenyl)glycine

4-Aminobenzonitrile

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

dabigatran etexilate

Refernces