ethyl 3-(3-amino-4-(methylamino)-N-(pyridin-2-yl)benzamido)propanoate

Base Information

• Chemical Name: ethyl 3-(3-amino-4-(methylamino)-N-(pyridin-2-yl)benzamido)propanoate
• CAS No.: 212322-56-0
• Molecular Formula: C18H22N4O3
• Molecular Weight: 342.398
• Hs Code.: 2933399090
• European Community (EC) Number: 606-728-0
• UNII: SAD4CR2WM6
• DSSTox Substance ID: DTXSID70475140
• Nikkaji Number: J2.812.319A
• Wikidata: Q72439061
• Mol file: 212322-56-0.mol

Synonyms:212322-56-0;ethyl 3-(3-amino-4-(methylamino)-N-(pyridin-2-yl)benzamido)propanoate;3-[(3-AMINO-4-METHYLAMINOBENZOYL)PYRIDIN-2-YLAMINO]PROPIONIC ACID ETHYL ESTER;3-[(3-Amino-4-methylamino-benzoyl)-pyridin-2-yl-amino]-propionic acid ethyl ester;ethyl 3-[[3-amino-4-(methylamino)benzoyl]-pyridin-2-ylamino]propanoate;N-[3-Amino-4-(methylamino)benzoyl]-N-2-pyridinyl-Beta-alanine Ethyl Ester;MFCD09833624;Ethyl 3-[[3-amino-4-(methylamino)benzoyl](pyridin-2-yl)amino]propionate;Ethyl 3-[3-Amino-4-(methylamino)-N-(2-pyridyl)benzamido]propionate;3-((3-amino-4-methylaminobenzoyl)pyridin-2-ylamino)propionic acid ethyl ester;SAD4CR2WM6;SCHEMBL1269634;DTXSID70475140;BCP21335;CS-M1650;Ethyl3-(3-amino-4-(methylamino)-N-(pyridin-2-yl)benzamido)propanoate;SC3941;AKOS005266717;AC-6224;AM84737;CS-T-47895;3-[(3-amino-4-methylamino-benzoyl)pyridin-2-yl-amino]-propionic acid ethyl ester;DS-11466;SY047653;A4590;BB 0260124;E1033;FT-0648483;EN300-7421379;A1-00096;Q-102526;Z3225955091;ethyl 3-(3-amino-4-(methylamino)-N-(pyridin-2-yl) benzamido)propanoate;Ethyl 3-[3-amino-4-(methylamino)-N-(pyridin-2-yl)benzoylamino]propanoate;Ethyl 3-[3-amino-4-methylamino-N-(pyridin-2-yl)benzamido]propanoate;ethyl 3-{[3-amino-4-(methylamino)benzoyl](pyridin-2-yl)amino}propanoate;Ethyl N-[3-amino-4-(methylamino)benzoyl]-N-pyridin-2-yl-beta-alaninate;Ethyl-3-[(3-amino-4-methylaminobenzoyl)-N-(2 pyridinyl)amino]propanoate;Ethyl-3-[(3-amino-4-methylaminobenzoyl)-N-(2-pyridinyl)amino]propanoate;N-[3-Amino-4-(methylamino)benzoyl]-N-(2-pyridyl)-beta-alanine ethyl ester;3-[3-Amino-4-(methylamino)-N-(2-pyridyl)benzamido]propionic Acid Ethyl Ester;3-amino-4-methylamino-benzoic acid-N-(2-pyridyl)-N-(2-ethoxycarbonylethyl)-amide;3-amino-4-methylamino-benzoic acid-N-(2-pyridyl)-N-(2-ethoxycarbonylethyl)amide;3-amino-4-methylaminobenzoic acid-n-(2-pyridyl)-n-(2-ethoxycarbonylethyl)amide;beta-Alanine, N-[3-amino-4-(methylamino)benzoyl]-N-2-pyridinyl-, ethyl ester;ETHYL 3-{1-[3-AMINO-4-(METHYLAMINO)PHENYL]-N-(PYRIDIN-2-YL)FORMAMIDO}PROPANOATE;Ethyl-3-[(3 -amino-4-methylaminobenzoyl)-N-(pyridin-2-yl)-amino]propanoate;Ethyl 3-((3-amino-4-methylaminobenzoyl)-(pyridin-2-yl)-amino)propanoate;N-(3-amino-4-(methylamino)benzoyl)-N-2-pyridinyl-beta-Alanine ethyl ester;Ethyl 3-[[3-Amino-4-(methylamino)benzoyl]-(2-pyridyl)amino]propanoate (N-[3-Amino-4-(methylamino)benzoyl]-N-2-pyridinyl-beta-alanine Ethyl Ester)

Chemical Property of ethyl 3-(3-amino-4-(methylamino)-N-(pyridin-2-yl)benzamido)propanoate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 104.0 to 108.0 °C
• Refractive Index: 1.64
• Boiling Point: 576.155 °C at 760 mmHg
• PKA: 5.37±0.11(Predicted)
• Flash Point: 302.248 °C
• PSA: 97.55000
• Density: 1.262 g/cm³
• LogP: 2.95970
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 342.16919058
• Heavy Atom Count: 25
• Complexity: 446

Purity/Quality:

99%min. ^*data from raw suppliers

N-[3-Amino-4-(methylamino)benzoyl]-N-2-pyridinyl-β-alanineEthylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CCN(C1=CC=CC=N1)C(=O)C2=CC(=C(C=C2)NC)N
• Uses: Alzheimer's disease therapeutic, Co Q10 analog, antioxidant Ethyl 3-(3-amino-4-(methylamino)-N-(pyridin-2-yl)benzamido)propanoate is the impurity of Dabigatran (D100090), which is a nonpeptide, direct thrombin inhibitor and is antithrombotic.

Technology Process of ethyl 3-(3-amino-4-(methylamino)-N-(pyridin-2-yl)benzamido)propanoate

There total 14 articles about ethyl 3-(3-amino-4-(methylamino)-N-(pyridin-2-yl)benzamido)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: 96.0%

ethyl 3-{[{1-(methylamino)-2-nitrophen-4-yl}carbonyl](pyridyn-2-yl)amino}propanoate (429659-01-8) → ethyl 3-{[{2-amino-1-(methylamino)phen-4-yl}carbonyl](pyridyn-2-yl)amino}propanoate (212322-56-0)

Guidance literature:

With Raney nickel; In tetrahydrofuran; at 60 ℃; Inert atmosphere;

Reference yield: 95.7%

ethyl 3-[[4-(methylamino)-3-nitrobenzoyl](pyridin-2-yl)amino]propanoate hydrochloride (1187067-68-0) → ethyl 3-{[{2-amino-1-(methylamino)phen-4-yl}carbonyl](pyridyn-2-yl)amino}propanoate (212322-56-0)

Guidance literature:

With ammonium chloride; In water; at 80 - 90 ℃; Temperature;

Reference yield: 94.0%

ethyl N-(4-methylamine-3-nitrobenzoyl)-N-(2-pyridyl)-3-aminopropionate hydrobromide → ethyl 3-{[{2-amino-1-(methylamino)phen-4-yl}carbonyl](pyridyn-2-yl)amino}propanoate (212322-56-0)

Guidance literature:

ethyl N-(4-methylamine-3-nitrobenzoyl)-N-(2-pyridyl)-3-aminopropionate hydrobromide; With sodium hydroxide; In dichloromethane; water;

With hydrogen; potassium carbonate; 5%-palladium/activated carbon; In ethyl acetate; at 55 ℃; under 3000.3 Torr; Product distribution / selectivity;

upstream raw materials:

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

4-methylamino-3-nitro-benzoic acid chloride

4-(methylamino)-3-nitrobenzoic acid

ethyl 3-[[4-(methylamino)-3-nitrobenzoyl](pyridin-2-yl)amino]propanoate hydrochloride

Downstream raw materials:

3-[[[2-[[(4-cyanophenyl)amino]methyl]-1-methyl-1H-benzimidazol-5-yl]carbonyl](pyridin-2-yl)amino]propionic acid ethyl ester

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

ethyl N-{[1-methyl-2-({[4-(5-methyl-1,2,4-oxadiazol-3-yl)phenyl]amino}methyl)-1H-benzimidazol-5-yl]carbonyl}-N-(pyridin-2-yl)-β-alaninate oxalate salt

ethyl {[1-methyl-2-({[4-(5-methyl-1,2,4-oxadiazol-3-yl)phenyl]amino}methyl)-1H-benzimidazol-5-yl]carbonyl}-N-(pyridine-2-yl)-β-alaninate

Refernces

• 1、 -. "Dabigatran etexilate key intermediate preparation method". Paragraph 0028; 0029; 0030; 0031; 0032; 0033. . Retrieved 2019/10/01.
• 2、 -. "Synthesis method of benzimidazole compound K". Paragraph 0043; 0044. . Retrieved 2017/03/08.