3-Bromo-6-methoxypicolinonitrile

Base Information

• Chemical Name: 3-Bromo-6-methoxypicolinonitrile
• CAS No.: 1186637-43-3
• Molecular Formula: C7H5BrN2O
• Molecular Weight: 213.0314
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID30704721
• Wikidata: Q82637230
• Mol file: 1186637-43-3.mol

Synonyms:3-Bromo-6-methoxypicolinonitrile;1186637-43-3;3-bromo-6-methoxypyridine-2-carbonitrile;SCHEMBL1010411;DTXSID30704721;QDGRHOJWSDHVSS-UHFFFAOYSA-N;MFCD08062835;AKOS016002537;AB43411;DS-2237;FS-3622;CS-0131933;FT-0733496;3-BROMO-6-METHOXY-PYRIDINE-2-CARBONITRILE;A893057

Chemical Property of 3-Bromo-6-methoxypicolinonitrile

Chemical Property:

• Boiling Point: 288.7±40.0 °C(Predicted)
• PKA: -4.51±0.10(Predicted)
• PSA: 45.91000
• Density: 1.65±0.1 g/cm3(Predicted)
• LogP: 1.72438
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 211.95853
• Heavy Atom Count: 11
• Complexity: 177

Purity/Quality:

98%min ^*data from raw suppliers

3-Bromo-6-methoxypicolinonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=NC(=C(C=C1)Br)C#N

Technology Process of 3-Bromo-6-methoxypicolinonitrile

There total 6 articles about 3-Bromo-6-methoxypicolinonitrile 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: 82.7%

2-methoxyl-5-bromo-pyridine N-oxide (446284-14-6) + trimethylsilyl cyanide (7677-24-9) → 3-bromo-6-methoxypicolinonitrile (1186637-43-3)

Guidance literature:

With triethylamine; In acetonitrile; at 80 ℃; for 15h; Inert atmosphere;

Reference yield:

3-bromo-6-oxo-1,6-dihydropyridine-2-carbonitrile (1186637-40-0) + methyl iodide (74-88-4) → 3-bromo-6-methoxypicolinonitrile (1186637-43-3)

Guidance literature:

With silver carbonate; In toluene; at 20 ℃; Darkness;

Reference yield:

2-methoxy-5-bromopyridine (13472-85-0,1199266-76-6) → 3-bromo-6-methoxypicolinonitrile (1186637-43-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 16 h / 40 °C / Inert atmosphere

2: triethylamine / acetonitrile / 15 h / 80 °C / Inert atmosphere

With triethylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; acetonitrile;

upstream raw materials:

3-bromo-6-oxo-1,6-dihydropyridine-2-carbonitrile

methyl iodide

2-methoxyl-5-bromo-pyridine N-oxide

trimethylsilyl cyanide

Downstream raw materials:

ethyl 8-amino-2-[3-(trifluoromethoxy)phenyl]-1,7-naphthyridine-5-carboxylate

3-bromo-6-methoxypicolinic acid

Refernces

• 1、 -. "Homogenous suspension of immunopotentiating compounds and uses thereof". Page/Page column 67. . Retrieved 2016/09/12.
• 2、 -. "COMPOUNDS AND COMPOSITIONS AS TLR ACTIVITY MODULATORS". Page/Page column 175. . Retrieved 2009/10/22.