Methyl 2-cyanoisonicotinate

Base Information

• Chemical Name: Methyl 2-cyanoisonicotinate
• CAS No.: 94413-64-6
• Molecular Formula: C8H6 N2 O2
• Molecular Weight: 162.148
• Hs Code.: 2933399090
• European Community (EC) Number: 833-113-6
• DSSTox Substance ID: DTXSID50478210
• Nikkaji Number: J3.611.838E
• Wikidata: Q82311435
• Mol file: 94413-64-6.mol

Synonyms:Methyl 2-cyanoisonicotinate;94413-64-6;METHYL 2-CYANOPYRIDINE-4-CARBOXYLATE;2-Cyano-4-pyridine carboxylic acid methyl ester;MFCD07367894;2-Cyano-4-pyridinecarboxylic Acid Methyl Ester;4-Pyridinecarboxylic acid, 2-cyano-, methyl ester;Methyl2-cyanoisonicotinate;4-pyridinecarboxylicacid, 2-cyano-, methyl ester;SCHEMBL2224335;AMY9069;DTXSID50478210;ORVHMLCJEKDDAX-UHFFFAOYSA-N;BCP09229;AKOS006286048;AB31346;CS-W006243;AC-14227;AS-18621;SY029349;FT-0742802;EN300-100141;J-522008;Z1198172047

Chemical Property of Methyl 2-cyanoisonicotinate

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 107-109℃
• Refractive Index: 1.536
• Boiling Point: 296.6°Cat760mmHg
• PKA: -2.43±0.10(Predicted)
• Flash Point: 133.2°C
• PSA: 62.98000
• Density: 1.25g/cm³
• LogP: 0.73988
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Slightly Soluble in water (6.2 g/L) (25°C).
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 162.042927438
• Heavy Atom Count: 12
• Complexity: 218

Purity/Quality:

98% ^*data from raw suppliers

2-Cyano-4-pyridinecarboxylicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=NC=C1)C#N
• Uses: 2-Cyano-4-pyridinecarboxylic Acid Methyl Ester, can be used in the synthesis of various pharmaceutical and biologically active compounds, such as tetrasubstituted imidazolines as potent and selective neuropeptide Y (NPY) Y5 receptor antagonists. Methyl 2-cyanoisonicotinate can be used in the synthesis of various pharmaceutical and biologically active compounds, such as tetra substituted imidazolines as potent and selective neuropeptide Y (NPY) Y5 receptor antagonists.

Technology Process of Methyl 2-cyanoisonicotinate

There total 13 articles about Methyl 2-cyanoisonicotinate 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: 94.0%

methyl isonicotinate N-oxide (3783-38-8) + zinc cyanide (748101-41-9) → 2-Cyano-4-carbomethoxypyridine (94413-64-6)

Guidance literature:

With copper(l) iodide; N,N-Dimethylcarbamoyl chloride; In acetonitrile; at 80 ℃; for 5h;

Reference yield: 92.0%

4-pyridinecarboxylic acid, methyl ester (2459-09-8) + trimethylsilyl cyanide (7677-24-9) → 2-Cyano-4-carbomethoxypyridine (94413-64-6)

Guidance literature:

4-pyridinecarboxylic acid, methyl ester; With trifluoromethylsulfonic anhydride; In chloroform; at 20 ℃; for 1h; Inert atmosphere; Sealed tube;

trimethylsilyl cyanide; In chloroform; at 60 ℃; for 3h; Inert atmosphere; Sealed tube;

With 4-methyl-morpholine; In chloroform; at 60 ℃; for 17h; Inert atmosphere; Sealed tube;

DOI:10.1002/chem.201703931

Reference yield: 85.1%

methyl 2‐carbamoylpyridine‐4‐carboxylate → 2-Cyano-4-carbomethoxypyridine (94413-64-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; trifluoroacetic anhydride; In ethyl acetate; at 28 ℃; for 4h; Temperature; Solvent;

upstream raw materials:

methyl isonicotinate N-oxide

trimethylsilyl cyanide

N,N-Dimethylcarbamoyl chloride

sodium cyanide

Downstream raw materials:

4-carbomethoxy-2-pyridinemethanamine

2-cyanoisonicotinic acid hydrazide

methyl 2-[(4S,5S)-4-(4-fluorophenyl)-4-(6-fluoro-3-pyridyl)-5-methyl-4,5-dihydro-1H-imidazol-2-yl]-4-pyridinecarboxylate

methyl 2-(formamidomethyl)pyridine-4-carboxylate

Refernces

• 1、 -. "POLYSUBUNIT OPIOID PRODRUGS RESISTANT TO OVERDOSE AND ABUSE". . . Retrieved 2018/10/19.
• 2、 -. "POLYSUBUNIT OPIOID PRODRUGS RESISTANT TO OVERDOSE AND ABUSE". . . Retrieved 2017/05/02.