5-Bromo-2-methoxy-4,6-dimethylnicotinonitrile

Base Information

• Chemical Name: 5-Bromo-2-methoxy-4,6-dimethylnicotinonitrile
• CAS No.: 113893-02-0
• Molecular Formula: C9H9BrN2O
• Molecular Weight: 241.08500
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID50363137
• Wikidata: Q72446160
• Mol file: 113893-02-0.mol

Synonyms:5-bromo-2-methoxy-4,6-dimethylnicotinonitrile;113893-02-0;5-bromo-2-methoxy-4,6-dimethylpyridine-3-carbonitrile;MFCD03787138;5-bromo-2-methoxy-4,6-dimethylnicotinonitrile(SALTDATA: FREE);3-Pyridinecarbonitrile, 5-bromo-2-methoxy-4,6-dimethyl-;bromomethoxydimethylnicotinonitrile;Bionet2_001403;5-bromo-2-methoxy-4,6-dimethyl-3-Pyridinecarbonitrile;DTXSID50363137;HMS1367P17;AC7735;AKOS005070440;SY022532;CS-0153654;FT-0764421;4W-0811;J-516950

Chemical Property of 5-Bromo-2-methoxy-4,6-dimethylnicotinonitrile

Chemical Property:

• Vapor Pressure: 0.000401mmHg at 25°C
• Melting Point: 95-98 °C(Solv: ethyl ether (60-29-7); hexane (110-54-3))
• Boiling Point: 316.8oC at 760 mmHg
• PKA: -1.04±0.28(Predicted)
• Flash Point: 145.4oC
• PSA: 45.91000
• Density: 1.5g/cm3
• LogP: 2.34118
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 239.98983
• Heavy Atom Count: 13
• Complexity: 225

Purity/Quality:

97% ^*data from raw suppliers

5-Bromo-2-methoxy-4,6-dimethylnicotinonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=NC(=C1Br)C)OC)C#N

Technology Process of 5-Bromo-2-methoxy-4,6-dimethylnicotinonitrile

There total 3 articles about 5-Bromo-2-methoxy-4,6-dimethylnicotinonitrile 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: 92.0%

3-cyano-4,6-dimethyl-2-methoxypyridine (65515-39-1) → 5-bromo-3-cyano-2-methoxy-4,6-dimethylpyridine (113893-02-0)

Guidance literature:

With N-Bromosuccinimide; sulfuric acid; In trifluoroacetic acid; at 20 ℃; for 24h;

DOI:10.1021/jo026621n

Reference yield: 71.0%

methanol (67-56-1) + 6-chloro-3-bromo-2,4-dimethylpyridine-5-carbonitrile (42951-71-3) → 5-bromo-3-cyano-2-methoxy-4,6-dimethylpyridine (113893-02-0)

Guidance literature:

With sodium; at 25 ℃; for 16h;

DOI:10.1021/jo00244a037

Reference yield:

2-hydroxy-4,6-dimethyl-3-carbonitrile (769-28-8,70254-47-6) → 5-bromo-3-cyano-2-methoxy-4,6-dimethylpyridine (113893-02-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / silver carbonate / benzene / 48 h

2: 92 percent / H₂SO₄; NBS / trifluoroacetic acid / 24 h / 20 °C

With N-Bromosuccinimide; sulfuric acid; silver carbonate; In trifluoroacetic acid; benzene;

DOI:10.1021/jo026621n

upstream raw materials:

methanol

6-chloro-3-bromo-2,4-dimethylpyridine-5-carbonitrile

3-cyano-4,6-dimethyl-2-methoxypyridine

2-hydroxy-4,6-dimethyl-3-carbonitrile

Downstream raw materials:

3,5-dicyano-2-methoxy-4,6-dimethylpyridine

5-cyano-3-formyl-2-methoxy-4,6-dimethylpyridine