4-Chloro-6-methylpicolinonitrile

Base Information

• Chemical Name: 4-Chloro-6-methylpicolinonitrile
• CAS No.: 104711-65-1
• Molecular Formula: C7H5ClN2
• Molecular Weight: 152.583
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID80594250
• Nikkaji Number: J2.978.487F
• Wikidata: Q82489033
• Mol file: 104711-65-1.mol

Synonyms:104711-65-1;4-chloro-6-methylpicolinonitrile;4-Chloro-2-cyano-6-methylpyridine;4-CHLORO-6-METHYLPYRIDINE-2-CARBONITRILE;2-Pyridinecarbonitrile, 4-chloro-6-methyl-;SCHEMBL2333650;DTXSID80594250;VLNYLEMSSXHBPF-UHFFFAOYSA-N;MFCD07374955;ZB0344;AKOS006286812;AB40808;DS-12007;DB-059180;CS-0054191;EN300-198791;J-514929

Chemical Property of 4-Chloro-6-methylpicolinonitrile

Chemical Property:

• Vapor Pressure: 0.0221mmHg at 25°C
• Melting Point: 78-79 °C
• Boiling Point: 250.1oC at 760 mmHg
• PKA: -1.72±0.10(Predicted)
• Flash Point: 105.1oC
• PSA: 36.68000
• Density: 1.26g/cm3
• LogP: 1.91508
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 152.0141259
• Heavy Atom Count: 10
• Complexity: 160

Purity/Quality:

98%min ^*data from raw suppliers

4-Chloro-6-methylpicolinonitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=N1)C#N)Cl

Technology Process of 4-Chloro-6-methylpicolinonitrile

There total 5 articles about 4-Chloro-6-methylpicolinonitrile 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: 84.0%

4-chloro-2-picoline-N-oxide (696-08-2) + trimethylsilyl cyanide (7677-24-9) → 4-chloro-6-methylpyridine-2-carbonitrile (104711-65-1)

Guidance literature:

With triethylamine; at 20 ℃; for 44h; Reflux;

Reference yield: 10.0%

2-methyl-4-nitropyridine N-oxide (5470-66-6) + trimethylsilyl cyanide (7677-24-9) → 4-chloro-6-methylpyridine-2-carbonitrile (104711-65-1)

Guidance literature:

With chloroformic acid ethyl ester; In 1,2-dichloro-ethane; at 25 - 40 ℃;

DOI:10.1002/jhet.643

Reference yield:

2-methyl-4-nitropyridine N-oxide (5470-66-6) → 4-chloro-6-methylpyridine-2-carbonitrile (104711-65-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogenchloride / water / 72 h / Reflux

2.1: dichloromethane / 0.25 h

2.2: 96.33 h

With hydrogenchloride; In dichloromethane; water;

upstream raw materials:

4-chloro-2-picoline-N-oxide

N,N-Dimethylcarbamoyl chloride

2-methyl-4-nitropyridine N-oxide

trimethylsilyl cyanide

Downstream raw materials:

2-(4-methoxy-6-methylpyridin-2-yl)-4-(3-methoxyphenyl)quinazoline

2-(4-chloro-6-methylpyridin-2-yl)-4-(3-methoxyphenyl)quinazoline

2-(4,6-dimethylpyridin-2-yl)-4-(3-methoxyphenyl)quinazoline

N-(5-fluoropyridin-2-yl)-6-methyl-4-(pyrimidin-5-yloxy)picolinamide

Refernces

• 1、 -. "BCL-2 INHIBITORS AND THEIR USE AS PHARMACEUTICALS". Paragraph 0538-0539. . Retrieved 2021/11/13.
• 2、 -. "IMIDAZOPYRIDINE EZH2 INHIBITORS". Page/Page column 86; 87. . Retrieved 2016/07/27.