3-Methoxyisonicotinonitrile

Base Information

• Chemical Name: 3-Methoxyisonicotinonitrile
• CAS No.: 26414-90-4
• Molecular Formula: C7H6N2O
• Molecular Weight: 134.137
• DSSTox Substance ID: DTXSID30511876
• Wikidata: Q82370884
• Mol file: 26414-90-4.mol

Synonyms:3-methoxyisonicotinonitrile;26414-90-4;3-methoxypyridine-4-carbonitrile;3-methoxy-isonicotinonitrile;MFCD13175841;3-methoxy-4-cyanopyridine;SCHEMBL1024738;DTXSID30511876;SUZIOAPLIWZQST-UHFFFAOYSA-N;BBA41490;AKOS017515343;AS-60891;SY032384;CS-0063326;EN300-106161;W19146;F2147-2154;Z1255417094

Chemical Property of 3-Methoxyisonicotinonitrile

Chemical Property:

• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 134.048012819
• Heavy Atom Count: 10
• Complexity: 149

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-Methoxyisonicotinonitrile

There total 4 articles about 3-Methoxyisonicotinonitrile 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%

sodium methylate (124-41-4) + 3-chloro-isonicotinonitrile (68325-15-5) → 3-methoxypyridine-4-carbonitrile (26414-90-4)

Guidance literature:

In N,N-dimethyl-formamide; at 4 - 25 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.bmc.2015.07.056

Reference yield: 85.0%

3-chloro-isonicotinonitrile (68325-15-5) → 3-methoxypyridine-4-carbonitrile (26414-90-4)

Guidance literature:

In chloroform; water; sodium methylate; N,N-dimethyl-formamide;

Reference yield:

pyridine-4-carbonitrile (100-48-1) → 3-methoxypyridine-4-carbonitrile (26414-90-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 2,2,6,6-tetramethyl-piperidine; n-butyllithium / tetrahydrofuran / 0.5 h / -80 °C / Inert atmosphere

1.2: 0.5 h / -80 °C / Inert atmosphere

2.1: N,N-dimethyl-formamide / 2.5 h / Cooling with ice

With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jm301247n

upstream raw materials:

sodium methylate

3-chloro-isonicotinonitrile

pyridine-4-carbonitrile

Downstream raw materials:

3-methoxypyridine-4-carboxylic acid

1-(3-methoxypyridin-4-yl)-ethanone