Methyl 2,6-dimethylisonicotinate

Base Information

• Chemical Name: Methyl 2,6-dimethylisonicotinate
• CAS No.: 142896-15-9
• Molecular Formula: C9H11NO2
• Molecular Weight: 165.18900
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID50479525
• Nikkaji Number: J2.156.988G
• Wikidata: Q82313606
• Mol file: 142896-15-9.mol

Synonyms:METHYL 2,6-DIMETHYLISONICOTINATE;142896-15-9;Methyl 2,6-dimethylpyridine-4-carboxylate;2,6-Dimethylpyridine-4-carboxylic acid methyl ester;2,6-Dimethyl-isonicotinic acid methyl ester;SCHEMBL5204247;DTXSID50479525;MLDMYLXCMZTSHX-UHFFFAOYSA-N;4-Methyl 2,6-dimethylisonicotinate;MFCD11656351;AKOS017343570;METHYL2,6-DIMETHYLISONICOTINATE;PS-5209;SB33601;CS-0152818;FT-0696106

Chemical Property of Methyl 2,6-dimethylisonicotinate

Chemical Property:

• PSA: 39.19000
• LogP: 1.48500
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 160

Purity/Quality:

98%Min ^*data from raw suppliers

Methyl2,6-Dimethylisonicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=N1)C)C(=O)OC

Technology Process of Methyl 2,6-dimethylisonicotinate

There total 10 articles about Methyl 2,6-dimethylisonicotinate 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: 96.0%

methyl 2,6-dichloroisonicotinate (42521-09-5) + dimethyl zinc(II) (544-97-8) → methyl 2,6-dimethylpyridine-4-carboxylate (142896-15-9)

Guidance literature:

With palladium bis[bis(diphenylphosphino)ferrocene] dichloride; In 1,4-dioxane; toluene; at 80 ℃; for 4h; Inert atmosphere;

Reference yield: 83.0%

4-oxo-2-(2-oxo-propyl)-2-(toluene-4-sulfonyl)-pentanoic acid methyl ester → methyl 2,6-dimethylpyridine-4-carboxylate (142896-15-9)

Guidance literature:

With ammonia; In ethanol; dichloromethane; at -33 - 20 ℃;

DOI:10.1016/j.tetlet.2005.02.105

Reference yield:

methanol (67-56-1) + 2,6-dimethylisonicotinic acid (54221-93-1) → methyl 2,6-dimethylpyridine-4-carboxylate (142896-15-9)

Guidance literature:

With sulfuric acid;

upstream raw materials:

methanol

2,6-dimethylisonicotinic acid

2,4,6-trimethyl-pyridine

2,6-dimethyl-4-pyridine carboxaldehyde

Refernces

• 1、 Ma, Cong,Zhao, Chuan-Qi,Xu, Xue-Tao,Li, Zhao-Ming,Wang, Xiang-Yang,Zhang, Kun,Mei, Tian-Sheng. "Nickel-catalyzed carboxylation of aryl and heteroaryl fluorosulfates using carbon dioxide". . p. 2464 - 2467. Retrieved 2019/04/10.
• 2、 -. "SUBSTITUTED PYRAZOLOQUINAZOLINONES AND PYRROLOQUINAZOLINONES AS ALLOSTERIC MODULATORS OF GROUP II METABOTROPIC GLUTAMATE RECEPTORS". Page/Page column 137. . Retrieved 2014/01/07.