Ethyl 2-chloro-6-methoxyisonicotinate

Base Information

• Chemical Name: Ethyl 2-chloro-6-methoxyisonicotinate
• CAS No.: 106719-08-8
• Molecular Formula: C9H10ClNO3
• Molecular Weight: 215.636
• DSSTox Substance ID: DTXSID401248348
• Mol file: 106719-08-8.mol

Synonyms:Ethyl 2-chloro-6-methoxyisonicotinate;106719-08-8;ethyl 2-chloro-6-methoxypyridine-4-carboxylate;4-Pyridinecarboxylic acid, 2-chloro-6-methoxy-, ethyl ester;SCHEMBL1179421;OSSXCXUUDCONKS-UHFFFAOYSA-N;DTXSID401248348;Ethyl2-chloro-6-methoxyisonicotinate;Ethyl 2-chloro-6-methoxy-4-pyridinecarboxylate;2-Chloro-6-methoxy-isonicotinic acid ethyl ester;EN300-7353522

Chemical Property of Ethyl 2-chloro-6-methoxyisonicotinate

Chemical Property:

• PSA: 48.42000
• LogP: 1.92030
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 215.0349209
• Heavy Atom Count: 14
• Complexity: 201

Purity/Quality:

95% ^*data from raw suppliers

Ethyl2-chloro-6-methoxyisonicotinate 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1=CC(=NC(=C1)Cl)OC

Technology Process of Ethyl 2-chloro-6-methoxyisonicotinate

There total 3 articles about Ethyl 2-chloro-6-methoxyisonicotinate 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:

2,6-dichloropyridine-4-carboxylic acid (5398-44-7) → Ethyl 6-chloro-2-methoxy-pyridine-4-carboxylate (106719-08-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 120 - 130 °C

2: concentrated H₂SO₄

With sulfuric acid;

Reference yield:

2-chloro-6-methoxy-isonicotinic acid (15855-06-8) + ethanol (64-17-5) → Ethyl 6-chloro-2-methoxy-pyridine-4-carboxylate (106719-08-8)

Guidance literature:

With sulfuric acid;

Reference yield:

5-Chloro-3-methoxy-1-phenyl-2(1H)-pyrazinone (106718-84-7) + propynoic acid ethyl ester (623-47-2) → Ethyl 6-chloro-2-methoxy-pyridine-4-carboxylate (106719-08-8) + Ethyl 6-chloro-2-methoxy-pyridine-3-carboxylate (106718-97-2) + Ethyl 3-methoxy-1-phenyl-2(1H)-pyridone-5-carboxylate (106719-05-5) + Ethyl 3-methoxy-1-phenyl-2(1H)-pyridone-4-carboxylate (106718-89-2)

Guidance literature:

at 140 ℃; for 0.5h; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4020(01)87770-X

upstream raw materials:

2-chloro-6-methoxy-isonicotinic acid

ethanol

5-Chloro-3-methoxy-1-phenyl-2(1H)-pyrazinone

propynoic acid ethyl ester

Downstream raw materials:

2-methoxy-isonicotinic acid

2-methoxy-6-methyl-4-pyridinecarboxylic acid ethyl ester

ethyl 2-methoxy-pyridine-4-carboxylate

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