ethyl 3-(1-Methyl-2-((4-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)phenylaMino)Methyl)-N-(pyridin-2-yl)-1H-benzo[d]iMidazole-5-carboxaMido)propanoate

Base Information

• Chemical Name: ethyl 3-(1-Methyl-2-((4-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)phenylaMino)Methyl)-N-(pyridin-2-yl)-1H-benzo[d]iMidazole-5-carboxaMido)propanoate
• CAS No.: 872728-84-2
• Molecular Formula: C28H27N7O5
• Molecular Weight: 541.566
• Mol file: 872728-84-2.mol

Synonyms:ethyl 3-(1-Methyl-2-((4-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)phenylaMino)Methyl)-N-(pyridin-2-yl)-1H-benzo[d]iMidazole-5-carboxaMido)propanoate

Chemical Property of ethyl 3-(1-Methyl-2-((4-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)phenylaMino)Methyl)-N-(pyridin-2-yl)-1H-benzo[d]iMidazole-5-carboxaMido)propanoate

Chemical Property:

• PSA: 148.24000
• LogP: 3.59670

Purity/Quality:

98.5% ^*data from raw suppliers

Ethyl 3-(1-methyl-2-(((4-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)phenyl)amino)-methyl)-N-(pyridin-2-yl)-1H-benzo[d]imidazole-5-carboxamido)propanoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ethyl 3-(1-Methyl-2-((4-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)phenylaMino)Methyl)-N-(pyridin-2-yl)-1H-benzo[d]iMidazole-5-carboxaMido)propanoate

There total 1 articles about ethyl 3-(1-Methyl-2-((4-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)phenylaMino)Methyl)-N-(pyridin-2-yl)-1H-benzo[d]iMidazole-5-carboxaMido)propanoate 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: 85.0%

2-[4-(1,2,4-oxadiazol-5-one-3-yl)-phenylamino]-acetic acid (872728-82-0) + ethyl 3-{[{2-amino-1-(methylamino)phen-4-yl}carbonyl](pyridyn-2-yl)amino}propanoate (212322-56-0) → 1-methyl-2-[N-[4-(1,2,4-oxadiazol-5-one-3-yl)phenyl]-amino-methyl]-benzimidazol-5-yl-carboxylic acid N-(2-pyridyl)-N-(2-ethoxycarbonylethyl)amide (872728-84-2)

Guidance literature:

2-[4-(1,2,4-oxadiazol-5-one-3-yl)-phenylamino]-acetic acid; ethyl 3-{[{2-amino-1-(methylamino)phen-4-yl}carbonyl](pyridyn-2-yl)amino}propanoate; With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethyl acetate; at 20 ℃; for 1.5h;

With acetic acid; at 90 ℃; Product distribution / selectivity;

Reference yield: 94.0%

1-methyl-2-[N-[4-(1,2,4-oxadiazol-5-one-3-yl)phenyl]-amino-methyl]-benzimidazol-5-yl-carboxylic acid N-(2-pyridyl)-N-(2-ethoxycarbonylethyl)amide (872728-84-2) + n-hexyl chloroformate (6092-54-2) → ethyl 3-(1-{2-[({4-[amino({[(hexyloxy)carbonyl]imino})methyl]phenyl}amino)methyl]-1-methyl-1H-1,3-benzodiazol-5-yl}-N-(pyridin-2-yl)formamido)propanoate (211915-06-9)

Guidance literature:

1-methyl-2-[N-[4-(1,2,4-oxadiazol-5-one-3-yl)phenyl]-amino-methyl]-benzimidazol-5-yl-carboxylic acid N-(2-pyridyl)-N-(2-ethoxycarbonylethyl)amide; With hydrogen; palladium 10% on activated carbon; In tetrahydrofuran; water; at 40 ℃; for 0.416667h; under 3000.3 Torr;

n-hexyl chloroformate; With potassium carbonate; In tetrahydrofuran; water; at 20 - 45 ℃; Product distribution / selectivity;

Reference yield: 91.3%

1-methyl-2-[N-[4-(1,2,4-oxadiazol-5-one-3-yl)phenyl]-amino-methyl]-benzimidazol-5-yl-carboxylic acid N-(2-pyridyl)-N-(2-ethoxycarbonylethyl)amide (872728-84-2) + toluene-4-sulfonic acid (104-15-4) → 1-methyl-2-[N-(4-amidino-phenyl)-aminomethyl]-benzimidazol-5-yl-carboxylic acid N-(2-pyridyl)-N-2-(ethoxycarbonylethyl)-amide p-toluenesulfonic acid salt (872728-85-3)

Guidance literature:

1-methyl-2-[N-[4-(1,2,4-oxadiazol-5-one-3-yl)phenyl]-amino-methyl]-benzimidazol-5-yl-carboxylic acid N-(2-pyridyl)-N-(2-ethoxycarbonylethyl)amide; With hydrogen; 10% palladium on activated carbon; In ethanol; acetic acid; at 20 ℃; under 1500.15 Torr;

toluene-4-sulfonic acid; In ethanol;

upstream raw materials:

2-[4-(1,2,4-oxadiazol-5-one-3-yl)-phenylamino]-acetic acid

ethyl 3-{[{2-amino-1-(methylamino)phen-4-yl}carbonyl](pyridyn-2-yl)amino}propanoate

Downstream raw materials:

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

1-methyl-2-[N-(4-amidino-phenyl)-aminomethyl]-benzimidazol-5-yl-carboxylic acid N-(2-pyridyl)-N-2-(ethoxycarbonylethyl)-amide p-toluenesulfonic acid salt

ethyl 3-(1-{2-[({4-[amino({[(hexyloxy)carbonyl]imino})methyl]phenyl}amino)methyl]-1-methyl-1H-1,3-benzodiazol-5-yl}-N-(pyridin-2-yl)formamido)propanoate

Refernces

• 1、 -. "IMPROVED PROCESS FOR THE PREPARATION OF 4-(BENZIMIDAZOLYLMETHYLAMINO)-BENZAMIDES AND THE SALTS THEREOF". Page/Page column 23-24. . Retrieved 2010/11/27.