2-Bromo-5-methyl-4-nitropyridine

Base Information

• Chemical Name: 2-Bromo-5-methyl-4-nitropyridine
• CAS No.: 66092-62-4
• Molecular Formula: C₆H₅BrN₂O₂
• Molecular Weight: 217.022
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID50540249
• Wikidata: Q82416171
• Mol file: 66092-62-4.mol

Synonyms:2-BROMO-5-METHYL-4-NITROPYRIDINE;66092-62-4;2-bromo-5-methyl-4-nitro-pyridine;Pyridine, 2-bromo-5-methyl-4-nitro-;MFCD11100652;SCHEMBL13470589;DTXSID50540249;AKOS015966431;PB26621;DS-15591;SY097721;CS-0046906;A835332

Chemical Property of 2-Bromo-5-methyl-4-nitropyridine

Chemical Property:

• Vapor Pressure: 0.00205mmHg at 25°C
• Boiling Point: 300oC at 760 mmHg
• PKA: -2.85±0.18(Predicted)
• Flash Point: 135.2oC
• PSA: 58.71000
• Density: 1.709g/cm3
• LogP: 2.58390
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 215.95344
• Heavy Atom Count: 11
• Complexity: 159

Purity/Quality:

99%, ^*data from raw suppliers

2-Bromo-5-methyl-4-nitropyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CN=C(C=C1[N+](=O)[O-])Br

Technology Process of 2-Bromo-5-methyl-4-nitropyridine

There total 1 articles about 2-Bromo-5-methyl-4-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:

→ 2-bromo-5-methyl-4-nitropyridine (66092-62-4)

Guidance literature:

Entspr. N-Oxid (13), PBr3;

Reference yield:

2-bromo-5-methyl-4-nitropyridine (66092-62-4) + phenylboronic acid (98-80-6) → 5-methyl-4-nitro-2-phenylpyridine

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate; In 1,4-dioxane; water; at 90 ℃; for 4h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.7b01751

Reference yield:

2-bromo-5-methyl-4-nitropyridine (66092-62-4) → 4-((3-methoxyphenyl)amino)-6-phenylnicotinamide

Guidance literature:

Multi-step reaction with 7 steps

1: sodium carbonate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / 1,4-dioxane; water / 4 h / 90 °C / Inert atmosphere

2: pyridine; potassium permanganate / water / Reflux

3: potassium carbonate / N,N-dimethyl-formamide / 2 h / 50 °C

4: palladium 10% on activated carbon; hydrogen / ethanol / 3 h / 1551.49 Torr

5: N,N`-dimethylethylenediamine; potassium carbonate; copper(l) iodide / 1,4-dioxane / 140 °C / Sealed tube; Inert atmosphere

6: lithium hydroxide monohydrate / tetrahydrofuran; water

7: ammonia; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 20 °C

With pyridine; potassium permanganate; copper(l) iodide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; lithium hydroxide monohydrate; palladium 10% on activated carbon; ammonia; hydrogen; sodium carbonate; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N,N`-dimethylethylenediamine; In tetrahydrofuran; 1,4-dioxane; ethanol; water; N,N-dimethyl-formamide; 1: |Suzuki Coupling;

DOI:10.1021/acs.jmedchem.7b01751

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