Methyl 6-methylpyridine-2-carboxylate

Base Information

• Chemical Name: Methyl 6-methylpyridine-2-carboxylate
• CAS No.: 13602-11-4
• Molecular Formula: C8H9NO2
• Molecular Weight: 151.165
• Hs Code.: 2933399090
• European Community (EC) Number: 237-085-0
• NSC Number: 109151
• UNII: H33TY2BZE4
• DSSTox Substance ID: DTXSID90159632
• Nikkaji Number: J277.952H
• Wikidata: Q72493045
• Mol file: 13602-11-4.mol

Synonyms:Methyl 6-methylpyridine-2-carboxylate;13602-11-4;Methyl 6-methylpicolinate;6-Methylpyridine-2-carboxylic acid methyl ester;Methyl 6-methyl-2-pyridinecarboxylate;2-Pyridinecarboxylic acid, 6-methyl-, methyl ester;6-methylpicolinic acid methyl ester;H33TY2BZE4;EINECS 237-085-0;MFCD06203670;NSC 109151;NSC-109151;Methyl6-Methylpyridine-2-carboxylate;NSC109151;methyl-6-methylpicolinate;UNII-H33TY2BZE4;6-Methyl-2-pyridinecarboxylic acid methyl ester;SCHEMBL118090;DTXSID90159632;CS-D1409;CL0234;Methyl 2-methyl-6-pyridinecarboxylate;AKOS005157174;FS-2022;SB52297;2-METHYL-6-METHOXYCARBONYLPYRIDINE;AC-23191;SY030535;METHYL6-METHYL-2-PYRIDINECARBOXYLATE;AM20061662;FT-0647589;M2503;EN300-44144;PICOLINIC ACID, 6-METHYL-, METHYL ESTER;2-Pyridinecarboxylicacid, 6-methyl-, methyl ester;6-methyl-pyridine -2-carboxylic acid methyl ester;A886886;J-001168;J-522561;6-METHYLPYRIDIN-2-CARBOXYLIC ACID METHYL ESTER;F9995-0918;Z293555540

Chemical Property of Methyl 6-methylpyridine-2-carboxylate

Chemical Property:

• Vapor Pressure: 0.035mmHg at 25°C
• Melting Point: 18 °C
• Refractive Index: 1.51
• Boiling Point: 242.053 °C at 760 mmHg
• PKA: 1.93±0.10(Predicted)
• Flash Point: 100.19 °C
• PSA: 39.19000
• Density: 1.105 g/cm³
• LogP: 1.17660
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.4
• 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%min ^*data from raw suppliers

Methyl 6-Methylpyridine-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC(=CC=C1)C(=O)OC
• Uses: Methyl 6-Methylpyridine-2-carboxylate is a reagent used in the sunthesis of antitumor agents based upon the dihydropyrrolopyrazole compounds. Also used in the synthesis of quinazolinone TGF-β inhibitors.

Technology Process of Methyl 6-methylpyridine-2-carboxylate

There total 13 articles about Methyl 6-methylpyridine-2-carboxylate 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: 97.0%

→ 6-methylpicolinic acid methyl ester (13602-11-4)

Guidance literature:

With tetrabutylammonium triphenyldifluorosilicate; In tetrahydrofuran; at 20 ℃; for 18h;

Reference yield: 93.0%

methanol (67-56-1) + 6-methyl-2-pyridinecarboxylic acid (934-60-1) → 6-methylpicolinic acid methyl ester (13602-11-4)

Guidance literature:

methanol; In thionyl chloride; at -10 - 20 ℃; for 1h;

6-methyl-2-pyridinecarboxylic acid; In thionyl chloride; at 80 ℃; for 5h; Time;

Reference yield: 91.0%

6-methyl-2-pyridinecarboxylic acid (934-60-1) + diazomethyl-trimethyl-silane (18107-18-1) → 6-methylpicolinic acid methyl ester (13602-11-4)

Guidance literature:

In methanol; diethyl ether; dichloromethane; at 20 ℃; for 0.5h;

upstream raw materials:

diazomethane

6-methyl-2-pyridinecarboxylic acid

methanol

2-bromo-6-methylpyridine

Downstream raw materials:

methyl 6-(bromomethyl)picolinate

2-(7-chloro-quinoline-4-yl)-1-(6-methyl-pyridin-2-yl)-ethanone

6-methyl-2-picolinic acid hydrazide

methyl 6-(chloromethyl)pyridine-2-carboxylate

Refernces

• 1、 Ueda, Eriko,Yoshikawa, Yutaka,Ishino, Yoshio,Sakurai, Hiromu,Kojima, Yoshitane. "Potential insulinominetic agents of zinc(II) complexes with picolinamide derivatives: Preparations of complexes, in vitro and in vivo studies". . p. 337 - 340. Retrieved 2002.
• 2、 -. "Synthesis of Esters by Functionalisation of CO2". Paragraph 0129. . Retrieved 2017/09/06.
• 3、 -. "TRIAZOLE AGONISTS OF THE APJ RECEPTOR". Paragraph 0349. . Retrieved 2016/12/07.