2-Methoxy-3-nitro-5-phenylpyridine

Base Information

• Chemical Name: 2-Methoxy-3-nitro-5-phenylpyridine
• CAS No.: 152684-31-6
• Molecular Formula: C₁₂H₁₀N₂O₃
• Molecular Weight: 230.223
• DSSTox Substance ID: DTXSID401286689
• Mol file: 152684-31-6.mol

Synonyms:152684-31-6;DTXSID401286689;Pyridine, 2-methoxy-3-nitro-5-phenyl-

Chemical Property of 2-Methoxy-3-nitro-5-phenylpyridine

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 230.06914219
• Heavy Atom Count: 17
• Complexity: 261

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C(C=N1)C2=CC=CC=C2)[N+](=O)[O-]

Technology Process of 2-Methoxy-3-nitro-5-phenylpyridine

There total 2 articles about 2-Methoxy-3-nitro-5-phenylpyridine 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: 80.0%

5-bromo-2-methoxy-3-nitropyridine (152684-30-5) + phenylboronic acid (98-80-6) → 2-methoxy-3-nitro-5-phenylpyridine (152684-31-6)

Guidance literature:

With (PPh₃)3P; sodium carbonate; In ethanol; benzene; for 3h; Heating;

Reference yield:

2-methoxy-5-bromopyridine (13472-85-0,1199266-76-6) → 2-methoxy-3-nitro-5-phenylpyridine (152684-31-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 22 percent / H₂SO₄, HNO₃ / 6 h / 90 - 100 °C

2: 80 percent / (PPh₃)3P, Na₂CO₃ / benzene; ethanol / 3 h / Heating

With (PPh₃)3P; sulfuric acid; nitric acid; sodium carbonate; In ethanol; benzene;

Reference yield: 87.0%

2-methoxy-3-nitro-5-phenylpyridine (152684-31-6) + methylamine (74-89-5) → N-methyl-3-nitro-5-phenylpyridin-2-amine (152684-20-3)

Guidance literature:

In ethanol; water; for 2h; Heating;

upstream raw materials:

5-bromo-2-methoxy-3-nitropyridine

phenylboronic acid

2-methoxy-5-bromopyridine

Downstream raw materials:

N-methyl-3-nitro-5-phenylpyridin-2-amine