5-Bromo-2-methyl-3-nitropyridine

Base Information

• Chemical Name: 5-Bromo-2-methyl-3-nitropyridine
• CAS No.: 911434-05-4
• Molecular Formula: C6H5BrN2O2
• Molecular Weight: 217.022
• Hs Code.: 2933399090
• Mol file: 911434-05-4.mol

Synonyms:5-Bromo-2-methyl-3-nitropyridine;5-Bromo-3-nitropicoline;5-Bromo-2-methyl-3-nitrop...;5-Bromo-3-nitro-2-picoline;5-broMo-2-Methyl-3-n;Pyridine,5-broMo-2-Methyl-3-nitro-

Chemical Property of 5-Bromo-2-methyl-3-nitropyridine

Chemical Property:

• Vapor Pressure: 0.0305mmHg at 25°C
• Melting Point: 38.0 to 42.0 °C
• Refractive Index: 1.599
• Boiling Point: 252.6 °C at 760 mmHg
• PKA: -0.44±0.20(Predicted)
• Flash Point: 106.6 °C
• PSA: 58.71000
• Density: 1.709 g/cm³
• LogP: 2.58390
• Storage Temp.: Room temperature.

Purity/Quality:

98%, ^*data from raw suppliers

5-Bromo-2-methyl-3-nitropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 5-Bromo-2-methyl-3-nitropyridine is used as a reactant in the synthesis of MLN0905, a potent and orally bioavailable inhibitor of Polo-like kinase 1 (PLK1).

Technology Process of 5-Bromo-2-methyl-3-nitropyridine

There total 3 articles about 5-Bromo-2-methyl-3-nitropyridine 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%

2-(5-bromo-3-nitro-pyridin-2-yl)-malonic acid diethyl ester (911434-04-3) → 5-bromo-2-methyl-3-nitropyridine (911434-05-4)

Guidance literature:

With hydrogenchloride; water; for 5h; Heating / reflux;

Reference yield: 63.3%

5-bromo-2-chloro-3-nitropyridine (67443-38-3) + diethyl malonate (105-53-3) → 5-bromo-2-methyl-3-nitropyridine (911434-05-4)

Guidance literature:

5-bromo-2-chloro-3-nitropyridine; diethyl malonate; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 3.5h;

With hydrogenchloride; water; Heating / reflux;

With water; sodium carbonate; pH=9;

Reference yield:

5-bromo-2-chloro-3-nitropyridine (67443-38-3) → 5-bromo-2-methyl-3-nitropyridine (911434-05-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / N,N-dimethyl-formamide / 40 °C / Inert atmosphere

2: hydrogenchloride / water / 110 °C / Inert atmosphere

With hydrogenchloride; sodium hydride; In water; N,N-dimethyl-formamide;

DOI:10.1021/jm1014605

upstream raw materials:

2-(5-bromo-3-nitro-pyridin-2-yl)-malonic acid diethyl ester

5-bromo-2-chloro-3-nitropyridine

diethyl malonate

Downstream raw materials:

N-(6-(5-(4-methoxyphenylsulfonamido)-6-methylpyridin-3-yl)benzo[d]thiazol-2-yl)acetamide

2,4-difluoro-N-[2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-yl]benzenesulfonamide

2-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridin-3-amine

Refernces

• 1、 -. "HEPARAN SULFATE BIOSYNTHESIS INHIBITORS FOR THE TREATMENT OF DISEASES". Paragraph 000568. . Retrieved 2016/05/02.
• 2、 -. "SUBSTITUTED BENZOFURAN COMPOUNDS AND METHODS OF USE THEREOF FOR THE TREATMENT OF VIRAL DISEASES". Page/Page column 46; 47. . Retrieved 2013/03/26.