2-Bromo-4-methoxynicotinonitrile

Base Information

• Chemical Name: 2-Bromo-4-methoxynicotinonitrile
• CAS No.: 98645-42-2
• Molecular Formula: C7H5BrN2O
• Molecular Weight: 213.033
• Hs Code.: 2933399090
• European Community (EC) Number: 942-838-8
• DSSTox Substance ID: DTXSID20541460
• Nikkaji Number: J2.645.787D
• Wikidata: Q82417828
• Mol file: 98645-42-2.mol

Synonyms:2-Bromo-4-methoxynicotinonitrile;98645-42-2;2-BROMO-4-METHOXYPYRIDINE-3-CARBONITRILE;3-Pyridinecarbonitrile, 2-bromo-4-methoxy-;SCHEMBL23285677;DTXSID20541460;2-Bromo-4-methoxy-nicotinonitrile;YDA64542;MFCD05723984;AKOS022187112;AB22451;AS-65550;CS-0038967;W12870

Chemical Property of 2-Bromo-4-methoxynicotinonitrile

Chemical Property:

• PSA: 45.91000
• LogP: 1.72438
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.6
• 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:

99% ^*data from raw suppliers

2-Bromo-4-methoxynicotinonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Bromo-4-methoxynicotinonitrile

There total 2 articles about 2-Bromo-4-methoxynicotinonitrile 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: 78.0%

1,1-dicyano-4-(N,N-dimethylamino)-2-methoxy-1,3-butadiene (95689-38-6) → 2-bromo-4-methoxypyridine-3-carbonitrile (98645-42-2)

Guidance literature:

With hydrogen bromide; In methanol; for 2h;

DOI:10.1002/ardp.19853180602

Reference yield:

2-chloro-3-cyano-4-hydroxypyridine (869802-74-4,727737-49-7) + methyl bromide (74-83-9) → 2-bromo-4-methoxypyridine-3-carbonitrile (98645-42-2)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 60 ℃;

DOI:10.1016/j.bmcl.2009.08.054

Reference yield: 81.0%

2-bromo-4-methoxypyridine-3-carbonitrile (98645-42-2) → 2-Brom-3-cyan-4(1H)-pyridon (635731-97-4,98645-46-6)

Guidance literature:

With hydrogen bromide; acetic acid; for 0.75h; Heating;

DOI:10.1002/ardp.19853180602

upstream raw materials:

1,1-dicyano-4-(N,N-dimethylamino)-2-methoxy-1,3-butadiene

2-chloro-3-cyano-4-hydroxypyridine

methyl bromide

Downstream raw materials:

4-methoxypyridine-3-carbonitrile

4-hydroxy-2-pyridone

4-methoxy-2-oxo-1,2-dihydropyridine-3-carbonitrile

2-Brom-3-cyan-4(1H)-pyridon

Refernces

• 1、 Miszke, Agnieszka,Foks, Henryk,Brozewicz, Kamil,Kedzia, Anna,Kwapisz, Ewa,Zwolska, Zofia. "The synthesis and microbiological activity of 2-mercapto-4-methoxypyridine- 3-carbonitrile derivatives". experimental part. p. 2723 - 2734. Retrieved 2011/04/18.