Ethyl 6-methoxypyridine-3-carboxylate

Base Information

• Chemical Name: Ethyl 6-methoxypyridine-3-carboxylate
• CAS No.: 74925-37-4
• Molecular Formula: C9H11 N O3
• Molecular Weight: 181.191
• NSC Number: 165485
• DSSTox Substance ID: DTXSID90304347
• Wikidata: Q82050209
• Mol file: 74925-37-4.mol

Synonyms:Ethyl 6-methoxynicotinate;74925-37-4;ethyl 6-methoxypyridine-3-carboxylate;NSC165485;Ethyl6-methoxynicotinate;SCHEMBL10972399;DTXSID90304347;MFCD06204771;AKOS006228848;AB10014;NSC-165485;InChI=1/C9H11NO3/c1-3-13-9(11)7-4-5-8(12-2)10-6-7/h4-6H,3H2,1-2H

Chemical Property of Ethyl 6-methoxypyridine-3-carboxylate

Chemical Property:

• Vapor Pressure: 0.0163mmHg at 25°C
• Boiling Point: 255.4°C at 760 mmHg
• Flash Point: 108.3°C
• Density: 1.124g/cm³
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 181.07389321
• Heavy Atom Count: 13
• Complexity: 172

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 6-methoxypyridine-3-carboxylate

There total 6 articles about Ethyl 6-methoxypyridine-3-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: 51.0%

1-ethyl-2-pyridone-5-carboxylic acid (18617-50-0) + methyl iodide (74-88-4) → ethyl 2-methoxypyridine-5-carboxylate (74925-37-4)

Guidance literature:

With silver carbonate; In chloroform; at 20 ℃;

Reference yield: 25.8%

6-chloro-3-pyridinecarboxylic acid ethyl ester (49608-01-7) → ethyl 2-methoxypyridine-5-carboxylate (74925-37-4)

Guidance literature:

With sodium methylate; In methanol; for 15h; Heating;

DOI:10.1002/hlca.19910740218

Reference yield:

6-methoxynicotinic acid (66572-55-2) → ethyl 2-methoxypyridine-5-carboxylate (74925-37-4)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / 3.5 h / Heating

2: Pyridin / 2 h

With pyridine; thionyl chloride;

DOI:10.1002/hlca.19910740218

upstream raw materials:

ethanol

6-methoxynicotinic acid chloride

6-chloro-3-pyridinecarboxylic acid ethyl ester

6-Chloro-3-pyridinecarboxylic acid

Downstream raw materials:

2-Chloro-1-(6-methoxy-pyridin-3-yl)-ethanone

1-methyl-2-pyridone

1-ethyl-2-pyridone

ethyl 1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate