Methyl 3-methylisonicotinate

Base Information

• Chemical Name: Methyl 3-methylisonicotinate
• CAS No.: 116985-92-3
• Molecular Formula: C8H9NO2
• Molecular Weight: 151.165
• Hs Code.: 2933399090
• European Community (EC) Number: 863-034-2
• DSSTox Substance ID: DTXSID20363548
• Nikkaji Number: J1.062.437A
• Wikidata: Q82147284
• Mol file: 116985-92-3.mol

Synonyms:116985-92-3;methyl 3-methylisonicotinate;Methyl 3-methylpyridine-4-carboxylate;METHYL 3-METHYL-4-PYRIDINECARBOXYLATE;4-PYRIDINECARBOXYLIC ACID, 3-METHYL-, METHYL ESTER;3-Methylisonicotinic acid methyl ester;MFCD03426295;3-Methylpyridine-4-carboxylic acid methyl ester;methyl3-methylisonicotinate;SCHEMBL9107394;DTXSID20363548;AMY34176;AKOS015908688;PB29263;AS-34293;SY097021;BB 0261809;CS-0049071;FT-0697373;EN300-138888;A803695;methyl 3-methylpyridine-4-carboxylate hydrochloride

Chemical Property of Methyl 3-methylisonicotinate

Chemical Property:

• Vapor Pressure: 0.109mmHg at 25°C
• Refractive Index: 1.51
• Boiling Point: 221.062 °C at 760 mmHg
• PKA: 3.41±0.18(Predicted)
• Flash Point: 87.495 °C
• PSA: 39.19000
• Density: 1.105 g/cm³
• LogP: 1.17660
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.1
• 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:

98%,99%, ^*data from raw suppliers

Methyl3-Methylpyridine-4-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CN=C1)C(=O)OC

Technology Process of Methyl 3-methylisonicotinate

There total 3 articles about Methyl 3-methylisonicotinate 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: 99.0%

methanol (67-56-1) + 3-methyl-isonicotinic acid (4021-12-9) → Methyl 3-methylpyridine-4-carboxylate (116985-92-3)

Guidance literature:

With thionyl chloride; at 0 ℃; for 1h; Inert atmosphere; Reflux;

DOI:10.1002/chem.202001123

Reference yield: 30.0%

methyl (4-methoxycarbonyl-3-pyridine)acetate (960114-23-2) → Methyl 3-methylpyridine-4-carboxylate (116985-92-3)

Guidance literature:

With cesium chloride; In water; dimethyl sulfoxide; for 0.333333h; microwave irradiation;

DOI:10.1016/j.tet.2007.09.026

Reference yield:

3,4-Lutidin (583-58-4) → Methyl 3-methylpyridine-4-carboxylate (116985-92-3)

Guidance literature:

Multi-step reaction with 2 steps

1: SeO₂ / H₂O / 20 h / Heating

2: H₂SO₄ / 20 h / Heating

With selenium(IV) oxide; sulfuric acid; In water;

DOI:10.1080/00304949909355682

upstream raw materials:

methanol

3-methyl-isonicotinic acid

methyl (4-methoxycarbonyl-3-pyridine)acetate

3,4-Lutidin

Downstream raw materials:

3-Bromomethyl-isonicotinic acid methyl ester

3-methylisonicotinohydrazide

(4-isopropyl-phenyl)-[5-(3-methyl-pyridin-4-yl)-[1,3,4]oxadiazol-2-yl]-amine

(4-tert-butyl-phenyl)-[5-(3-methyl-pyridin-4-yl)-[1,3,4]oxadiazol-2-yl]-amine

Refernces

• 1、 Yaremenko, Anatoliy G.,Volochnyuk, Dmitriy M.,Shelyakin, Vyacheslav V.,Grygorenko, Oleksandr O.. "Tetrahydropyrido[d]pyridazinones - Promising scaffolds for drug discovery". . p. 6799 - 6803. Retrieved 2013/07/26.
• 2、 -. "TRIAZOLOPYRIDINE COMPOUNDS". Page/Page column 54-55. . Retrieved 2012/06/30.