methyl 2-[(3-nitropyridin-2-yl)amino]acetate

Base Information

• Chemical Name: methyl 2-[(3-nitropyridin-2-yl)amino]acetate
• CAS No.: 57461-53-7
• Molecular Formula: C8H9N3O4
• Molecular Weight: 211.1748
• Hs Code.: 2933399090
• Mol file: 57461-53-7.mol

Synonyms:Methyl 2-((3-nitropyridin-2-yl)amino)acetate;

Chemical Property of methyl 2-[(3-nitropyridin-2-yl)amino]acetate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 346.769°C at 760 mmHg
• Flash Point: 163.52°C
• PSA: 97.04000
• Density: 1.404g/cm³
• LogP: 1.17090

Purity/Quality:

99% ^*data from raw suppliers

methyl2-(3-nitropyridin-2-ylamino)acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-[(3-nitropyridin-2-yl)amino]acetate

There total 2 articles about methyl 2-[(3-nitropyridin-2-yl)amino]acetate 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: 100.0%

2-Chloro-3-nitropyridine (5470-18-8,34515-82-7) + glycine ethyl ester hydrochloride (5680-79-5,883886-67-7) → methyl N-(3-nitro-2-pyridyl)-α-glycinate (57461-53-7)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 90 ℃; for 3h;

DOI:10.1021/acs.jmedchem.7b00807

Reference yield: 85.0%

methanol (67-56-1) + 2-amino-3-nitropyridine (4214-75-9) + Glyoxal (131543-46-9,107-22-2) → methyl N-(3-nitro-2-pyridyl)-α-glycinate (57461-53-7)

Guidance literature:

With perchloric acid; In water; for 48h; Heating;

Reference yield:

methyl N-(3-nitro-2-pyridyl)-α-glycinate (57461-53-7) → N-(1-(4-methoxyphenyl)propyl)-2-oxo-2,3-dihydropyrido[2,3-b]-pyrazine-4(1H)-carboxamide

Guidance literature:

Multi-step reaction with 2 steps

1.1: palladium 10% on activated carbon; hydrogen / ethanol; water / 2 h / 10 - 35 °C

1.2: 70 °C

2.1: triethylamine / tetrahydrofuran; N,N-dimethyl acetamide / 2 h / 0 °C

2.2: 2 h / 0 - 35 °C

With palladium 10% on activated carbon; hydrogen; triethylamine; In tetrahydrofuran; ethanol; N,N-dimethyl acetamide; water;

upstream raw materials:

methanol

2-amino-3-nitropyridine

Glyoxal

2-Chloro-3-nitropyridine

Downstream raw materials:

N-(3-nitro-2-pyridyl)-α-glycine

3,4-dihydropyrido[2,3-b]pyrazin-2(1H)-one

Refernces

• 1、 -. "HETEROAROMATIC INHIBITORS OF ASTACIN PROTEINASES". Paragraph 0111; 0113. . Retrieved 2020/12/22.
• 2、 -. "NITROGENATED HETEROCYCLIC COMPOUND". Paragraph 0515. . Retrieved 2015/03/28.