Methyl 6-methylnicotinate

Base Information

• Chemical Name: Methyl 6-methylnicotinate
• CAS No.: 5470-70-2
• Molecular Formula: C8H9NO2
• Molecular Weight: 151.165
• Hs Code.: 29333990
• European Community (EC) Number: 611-187-9
• NSC Number: 27973
• UNII: YA0K0CM5PK
• DSSTox Substance ID: DTXSID80282781
• Nikkaji Number: J265.550K
• Wikidata: Q27294418
• ChEMBL ID: CHEMBL3126027
• Mol file: 5470-70-2.mol

Synonyms:Methyl 6-methylnicotinate;5470-70-2;Methyl 6-methylpyridine-3-carboxylate;methyl-6-methylnicotinate;Etoricoxib impurity E;6-Methylnicotinic Acid Methyl Ester;6-methyl-nicotinic acid methyl ester;3-(Methoxycarbonyl)-6-methylpyridine;NSC-27973;Methyl 6-methyl-3-pyridinecarboxylate;methyl 6-methylaminonicotinate;UNII-YA0K0CM5PK;MFCD00006340;YA0K0CM5PK;6-Methylpyridine-3-carboxylic Acid Methyl Ester;6-Methyl(pyridine-3-carboxylic acid)methyl ester;methyl 6-methyl nicotinate;3-pyridinecarboxylic acid, 6-methyl-, methyl ester;6-Methyl-3-pyridinecarboxylic acid methyl ester;6-methyl nicotinic acid methyl ester;6-Methyl Methyl Smoke;NSC27973;Methyl=6-methylnicotinate;SCHEMBL64763;CHEMBL3126027;DTXSID80282781;BCP26781;CS-M0627;5-Methoxycarbonyl-2-methyl-pyridine;Methyl 6-methylpyridin-3-carboxylate;methyl 2-methyl-5-pyridinecarboxylate;AKOS009117898;AC-1358;FS-1777;SB40776;SY002953;AM20061310;FT-0621241;M1893;Methyl 6-methylpyridine-3-carboxylate, 97%;EN300-42459;6-methyl-pyridine-3-carboxylic acid methyl ester;Q-101980;Q27294418;Z237546062;2-BENZYLAMINO-CYCLOHEXANECARBOXYLICACIDHYDROCHLORIDE

Chemical Property of Methyl 6-methylnicotinate

Chemical Property:

• Appearance/Colour: Brown Solid
• Vapor Pressure: 0.0736mmHg at 25°C
• Melting Point: 34-37 °C(lit.)
• Refractive Index: 1.51
• Boiling Point: 228.4 °C at 760 mmHg
• PKA: 3.92±0.10(Predicted)
• Flash Point: 80.6 °C
• PSA: 39.19000
• Density: 1.104 g/cm³
• LogP: 1.17660
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 151.063328530
• Heavy Atom Count: 11
• Complexity: 147

Purity/Quality:

99%, ^*data from raw suppliers

Methyl 6-methylnicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC=C(C=C1)C(=O)OC
• Uses: It is used in the treatment of CNS disorders using D-amino acid oxidase and D-aspartate oxidase inhibitors. Methyl 6-methylnicotinate is used in the treatment of CNS disorders using D-amino acid oxidase and D-aspartate oxidase inhibitors. Methyl 6-methylpyridine-3-carboxylate may be used in chemical synthesis studies.

Technology Process of Methyl 6-methylnicotinate

There total 17 articles about Methyl 6-methylnicotinate 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: 80.0%

5-(methoxycarbonyl)-2-methylpyridine 1-oxide (49668-89-5) → Methyl 6-methylnicotinate (5470-70-2)

Guidance literature:

With indium; cobalt(II) chloride; In methanol; at 20 ℃; for 2h; sonication;

DOI:10.1080/00397910500382941

Reference yield: 75.0%

methanol (67-56-1) + 6-methylnicotinic acid (3222-47-7) → Methyl 6-methylnicotinate (5470-70-2)

Guidance literature:

With sulfuric acid; for 17h; Reflux;

Reference yield: 41.0%

propynoic acid methyl ester (922-67-8) + C-ethoxy-N-isopropenylmethanimine → Methyl 6-methylnicotinate (5470-70-2)

Guidance literature:

In benzene; for 5h; Heating;

upstream raw materials:

1,3-DIOXOLANE

methyl 3-pyridinecarboxylate

methanol

6-methylnicotinic acid

Downstream raw materials:

6-methyl-3-pyridinemethanol

5-(4,5-Dihydro-1H-pyrrol-2-yl)-2-methyl-pyridine

methyl 6-bromomethylnicotinate

methyl 2-[bis-(2-pyridylmethyl)aminomethyl]pyridine-5-carboxylate

Refernces

Synthesis of dimebon and of its tetrathiomolybdate

10.1080/00304948.2015.1025017

The study details the synthesis of Latrepirdine (also known as Dimebon) and its tetrathiomolybdate derivative. Dimebon is an antihistamine drug with potential cognitive-enhancing and neuroprotective properties, particularly in Alzheimer’s and Huntington’s disease models. The researchers developed a reproducible process to prepare Dimebon starting from methyl 6-methylnicotinate, involving several steps including reduction, condensation, and nitrosation, ultimately leading to the final product via the Fischer Indole Synthesis. The study also explores the synthesis of dimebon tetrathiomolybdate, a compound that combines dimebon's neuroprotective properties with the copper-complexing abilities of the tetrathiomolybdate ion, which has been shown to lower insoluble beta-amyloid levels in Alzheimer's disease models. Two methods for preparing the tetrathiomolybdate derivative were investigated, with the first yielding the product in 82% yield. The study provides detailed procedures and characterizations of the synthesized compounds, highlighting their potential medicinal applications.

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