2-Methoxy-5-nitropyridine

Base Information

• Chemical Name: 2-Methoxy-5-nitropyridine
• CAS No.: 5446-92-4
• Molecular Formula: C6H6N2O3
• Molecular Weight: 154.125
• Hs Code.: 29333990
• European Community (EC) Number: 226-661-7
• NSC Number: 5555
• DSSTox Substance ID: DTXSID80202868
• Nikkaji Number: J149.914I
• Wikidata: Q72517342
• Mol file: 5446-92-4.mol

Synonyms:2-Methoxy-5-nitropyridine;5446-92-4;Pyridine, 2-methoxy-5-nitro-;2-methoxy-5-nitro-pyridine;MFCD00006263;5-nitro-2-methoxypyridine;EINECS 226-661-7;6-methoxy-3-nitropyridine;2-methoxy-5-nitro pyridine;NSC5555;SCHEMBL1851173;DTXSID80202868;2-Methoxy-5-nitropyridine, 97%;BCP23150;NSC 5555;NSC-5555;AKOS015851995;AB00668;AC-4592;AS-13219;SY005170;A7913;AM20061306;CS-0082347;FT-0612809;M1304;EN300-104003;A830200;AP-123/40869702;W-105619;F0001-1433

Chemical Property of 2-Methoxy-5-nitropyridine

Chemical Property:

• Appearance/Colour: very slightly yellow adhering powder
• Vapor Pressure: 0.0216mmHg at 25°C
• Melting Point: 104-108 °C(lit.)
• Refractive Index: 1.546
• Boiling Point: 258.9 °C at 760 mmHg
• PKA: -0?+-.0.10(Predicted)
• Flash Point: 110.4 °C
• PSA: 67.94000
• Density: 1.3 g/cm³
• LogP: 1.52160
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: insoluble
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 154.03784206
• Heavy Atom Count: 11
• Complexity: 145

Purity/Quality:

99% ^*data from raw suppliers

2-Methoxy-5-nitropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=NC=C(C=C1)[N+](=O)[O-]
• Uses: 2-Methoxy-5-nitropyridine is used in the synthesis of pyrrolopyridones as a potential protein tyrosine kinase inhibitors.

Technology Process of 2-Methoxy-5-nitropyridine

There total 28 articles about 2-Methoxy-5-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: 99.0%

methanol (67-56-1) + 2-chloro-5-nitropyridine (4548-45-2) → 2-methoxy-5-nitropyridine (5446-92-4)

Guidance literature:

With sodium; at 70 ℃; for 24h; Heating;

Reference yield: 95.36%

2-chloro-5-nitropyridine (4548-45-2) + sodium methylate (124-41-4) → 2-methoxy-5-nitropyridine (5446-92-4)

Guidance literature:

In methanol; for 1h; Concentration; Reflux;

Reference yield: 95.0%

methanol (67-56-1) + 2-iodo-5-nitropyridine (28080-54-8) → 2-methoxy-5-nitropyridine (5446-92-4)

Guidance literature:

methanol; With N-benzyl-trimethylammonium hydroxide; for 0.166667h; Neat (no solvent);

2-iodo-5-nitropyridine; at 20 ℃; for 0.0833333h; Neat (no solvent);

DOI:10.1080/00397910903219518

upstream raw materials:

2-methoxypyridine

2-Fluoro-5-nitropyridine

methanol

2-chloro-5-nitropyridine

Downstream raw materials:

5-nitro-2-piperidinopyridine

N-(6-methoxypyridin-3-yl)benzamide

2-(6-methoxy-3-nitropyridyl)methyl 4-tolyl sulfone

6-methoxy-3-nitropyridin-2-amine

Refernces

• 1、 Wang, Weisi,Yao, Junmin,Chen, Zhuo,Sun, Yiming,Shi, Yuqing,Wei, Yufen,Zhou, Hejun,Yu, Yingfang,Li, Shizhu,Duan, Liping. "Methnaridine is an orally bioavailable, fast-killing and long-acting antimalarial agent that cures Plasmodium infections in mice". . p. 5569 - 5579. Retrieved 2020/11/03.
• 2、 -. "Preparation method for malaridine intermediate 2-methoxy-5-aminopyridine". Paragraph 0026; 0057; 0058. . Retrieved 2016/10/10.