5-Chloro-2-methyl-3-nitropyridine

Base Information

• Chemical Name: 5-Chloro-2-methyl-3-nitropyridine
• CAS No.: 1211533-93-5
• Molecular Formula: C6H5ClN2O2
• Molecular Weight: 172.57
• Hs Code.: 2933399090
• Mol file: 1211533-93-5.mol

Synonyms:5-Chloro-2-methyl-3-nitropyridine;5-Chloro-2-Methyl-3-nitro...

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

Chemical Property:

• Boiling Point: 230℃
• PKA: -0.37±0.20(Predicted)
• Flash Point: 93℃
• PSA: 58.71000
• Density: 1.406
• LogP: 2.47480
• Storage Temp.: Room temperature.

Purity/Quality:

98%,99%, ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

There total 2 articles about 5-Chloro-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: 86.0%

diethyl (5-chloro-3-nitropyridin-2-yl )propanedioate (136888-13-6) → 2-methyl-3-nitro-5-chloropyridine (1211533-93-5)

Guidance literature:

With hydrogenchloride; In water; for 20h; Reflux; Inert atmosphere;

Reference yield:

2,5-dichloro-3-nitropyridine (21427-62-3) + diethyl malonate (105-53-3) → 2-methyl-3-nitro-5-chloropyridine (1211533-93-5)

Guidance literature:

2,5-dichloro-3-nitropyridine; diethyl malonate; With sodium hydride; In tetrahydrofuran; mineral oil; at 20 ℃; for 3.83333h; Inert atmosphere;

With hydrogenchloride; water; for 12.5h; Reflux;

With sodium carbonate; pH=9;

Reference yield:

2-methyl-3-nitro-5-chloropyridine (1211533-93-5) → (S)-5-{[(5-chloro-2-methylpyridin-3-yl)amino]methyl}-N-{3-cyclohexyl-1-[(2-hydroxyethyl)amino]-1-oxopropan-2-yl}thiophene-2-carboxamide (1404456-26-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: tin(II) chloride dihdyrate / ethyl acetate / 3 h / 85 °C / Inert atmosphere

2.1: methanol / 2 h / 50 °C / Inert atmosphere

3.1: sodium cyanoborohydride / methanol / 14 h / 0 - 20 °C / Inert atmosphere

3.2: pH 4

4.1: 1-hydroxy-7-aza-benzotriazole; 4-methyl-morpholine; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / dichloromethane / 4 h / 20 °C

With 4-methyl-morpholine; 1-hydroxy-7-aza-benzotriazole; tin(II) chloride dihdyrate; sodium cyanoborohydride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In methanol; dichloromethane; ethyl acetate;

upstream raw materials:

2,5-dichloro-3-nitropyridine

diethyl malonate

diethyl (5-chloro-3-nitropyridin-2-yl )propanedioate

Downstream raw materials:

GSK2830371

5-chloro-2-methylpyridin-3-amine

5-{[(5-chloro-2-methyl-3-pyridinyl)amino]methyl}-2-thiophenecarboxylic acid

(S)-5-{[(5-chloro-2-methylpyridin-3-yl)amino]methyl}-N-{3-cyclohexyl-1-[(2-hydroxyethyl)amino]-1-oxopropan-2-yl}thiophene-2-carboxamide

Refernces

• 1、 -. "NOVEL COMPOUNDS AS WIP1 INHIBITORS". Page/Page column 47. . Retrieved 2012/11/13.