Ethyl 2-methylnicotinate

Base Information

• Chemical Name: Ethyl 2-methylnicotinate
• CAS No.: 1721-26-2
• Molecular Formula: C9H11NO2
• Molecular Weight: 165.192
• Hs Code.: 29333990
• European Community (EC) Number: 217-013-4
• NSC Number: 521051
• UNII: F7SS2LF4HT
• DSSTox Substance ID: DTXSID80169205
• Nikkaji Number: J149.516J
• Wikidata: Q72476012
• ChEMBL ID: CHEMBL217217
• Mol file: 1721-26-2.mol

Synonyms:Ethyl 2-methylnicotinate;1721-26-2;Ethyl 2-methylpyridine-3-carboxylate;2-Methylnicotinic Acid Ethyl Ester;2-Methyl-nicotinic acid ethyl ester;3-Pyridinecarboxylic acid, 2-methyl-, ethyl ester;Ethyl2-methylnicotinate;F7SS2LF4HT;EINECS 217-013-4;MFCD00006336;NSC-521051;ETHYL 2-METHYL-3-PYRIDINECARBOXYLATE;ethyl 2-methylpyridine-3-carboxylate~2-methylnicotinic acid ethyl ester;ethyl 2-methyinicotinate;UNII-F7SS2LF4HT;ethyl 2-methyl nicotinate;2-Methyl-3-pyridinecarboxylic acid ethyl ester;2-Methylpyridine-3-carboxylic Acid Ethyl Ester;SCHEMBL109206;CHEMBL217217;DTXSID80169205;BAA72126;AB3749;BBL101088;NSC521051;STL554882;AKOS005256811;AB00718;CS-W010821;NSC 521051;PS-5078;AC-28215;SY004406;Ethyl 2-methylpyridine-3-carboxylate, 97%;AM20050875;E0860;FT-0613067;EN300-65373;A26204;A1-00507;J-010796;J-520777;Z1020694348;2-Methylpyridine-3-carboxylic acid ethyl ester;2-methylnicotin ethyl ester

Chemical Property of Ethyl 2-methylnicotinate

Chemical Property:

• Vapor Pressure: 0.0521mmHg at 25°C
• Melting Point: 146-147 °C
• Refractive Index: n20/D 1.505(lit.)
• Boiling Point: 234.704 °C at 760 mmHg
• PKA: 4.02±0.10(Predicted)
• Flash Point: 86.031 °C
• PSA: 39.19000
• Density: 1.077 g/cm³
• LogP: 1.56670
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 165.078978594
• Heavy Atom Count: 12
• Complexity: 159

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 2-Methylnicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(N=CC=C1)C
• Uses: Ethyl 2-methylpyridine-3-carboxylate was used in the preparation of amino esters such as ethyl 2(piperidinylaminomethyl)benzoate, ethyl 2-(N-benzyl-N-methylaminomethyl)benzoate, ethyl 2-(diethylaminomethyl)benzoate.

Technology Process of Ethyl 2-methylnicotinate

There total 24 articles about Ethyl 2-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: 85.0%

Propargylic aldehyde (624-67-9) + ethyl 3-aminobut-2-enoate (626-34-6) → ethyl 2-methyl nicotinate (1721-26-2)

Guidance literature:

DOI:10.1002/ardp.19833161014

Reference yield: 78.0%

ethyl 2,3-butadienoate (14369-81-4) + Propargylamine (2450-71-7) → ethyl 2-methyl nicotinate (1721-26-2)

Guidance literature:

With Au NCs/TiO₂; In toluene; at 110 ℃; for 12h;

DOI:10.1002/adsc.201901451

Reference yield: 76.0%

ethyl aminocrotonate (626-34-6,7318-00-5,41867-20-3) + allyl alcohol (107-18-6) → ethyl 2-methyl nicotinate (1721-26-2)

Guidance literature:

With oxygen; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dimethyl sulfoxide; at 90 ℃; for 5h;

DOI:10.1039/c3cc44274h

upstream raw materials:

ethyl 4-chloro-2-methylpyridine-3-carboxylate

2-((Z)-1-amino-ethyliden)-5-oxo-pent-3t-enoic acid ethyl ester

1,3,3-triethoxypropene

ethyl aminocrotonate

Downstream raw materials:

2,3-Lutidine

ethyl 2-(N-benzyl-N-phenylamino)methylnicotinate

(2-{2-[(benzyl-phenyl-amino)-methyl]-pyridin-3-yl}-2-oxo-ethyl)-phosphonic acid dimethyl ester

dimethyl 1-diazo-2-(2-(N-benzyl-N-phenylaminomethyl)pyridin-3-yl)-2-oxoethylphosphonate

Refernces

• 1、 Raja, V. P. Alex,Tenti, Giammarco,Perumal, Subbu,Menndez, J. Carlos. "A heavy metal- and oxidant-free, one-pot synthesis of pyridines and fused pyridines based on a Lewis acid-catalyzed multicomponent reaction". . p. 12270 - 12272. Retrieved 2014.
• 2、 -. "2-methyl nicotinate as well as preparation method and application thereof". Paragraph 0114-0146. . Retrieved 2021/05/22.
• 3、 Fragkiadakis, Michael,Kidonakis, Marios,Stratakis, Manolis,Zorba, Leandros. "Synthesis of 3-Keto Pyridines from the Conjugated Allenone – Alkynylamine Oxidative Cyclization Catalyzed by Supported Au Nanoparticles". supporting information. p. 964 - 968. Retrieved 2020/01/28.