Ethyl 5-Chloropyridine-2-carboxylate

Base Information

• Chemical Name: Ethyl 5-Chloropyridine-2-carboxylate
• CAS No.: 128072-93-5
• Molecular Formula: C8H8ClNO2
• Molecular Weight: 185.61
• Hs Code.: 2933399990
• DSSTox Substance ID: DTXSID30572548
• Nikkaji Number: J1.204.630H
• Wikidata: Q72473766
• Mol file: 128072-93-5.mol

Synonyms:128072-93-5;Ethyl 5-chloropicolinate;Ethyl 5-Chloropyridine-2-carboxylate;Ethyl 5-chloro-2-pyridinecarboxylate;5-Chloro-pyridine-2-carboxylic acid ethyl ester;2-Pyridinecarboxylic acid, 5-chloro-, ethyl ester;MFCD07772018;5-Chloropyridine-2-carboxylic acid ethyl ester;Ethyl5-chloropicolinate;SCHEMBL2414269;DTXSID30572548;BEBBWTPLBRZIOF-UHFFFAOYSA-N;Ethyl 5-chloropyridin-2-carboxylate;AKOS005071857;BB-0606;SB32632;SY290220;CS-0043157;C72155;J-521130

Chemical Property of Ethyl 5-Chloropyridine-2-carboxylate

Chemical Property:

• Appearance/Colour: white crystalline power
• Vapor Pressure: 0.01mmHg at 25°C
• Melting Point: 47-50 °C
• Refractive Index: 1.525
• Boiling Point: 263.441 °C at 760 mmHg
• PKA: -0.46±0.10(Predicted)
• Flash Point: 113.125 °C
• PSA: 39.19000
• Density: 1.246 g/cm³
• LogP: 1.91170
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 185.0243562
• Heavy Atom Count: 12
• Complexity: 163

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl5-Chloro-2-pyridinecarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Ethyl 5-Chloropyridine-2-carboxylate

There total 5 articles about Ethyl 5-Chloropyridine-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: 86.0%

5-chloropicolinic acid (86873-60-1) + ethanol (64-17-5) → ethyl 5-chloropyridine-2-carboxylate (128072-93-5)

Guidance literature:

With sulfuric acid; at 80 ℃; for 12h;

DOI:10.1021/acs.jmedchem.7b01795

Reference yield: 86.0%

2,5 dichloropyridine (16110-09-1) + ethanol (64-17-5) + carbon monoxide (201230-82-2) → ethyl 5-chloropyridine-2-carboxylate (128072-93-5)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; sodium acetate; palladium diacetate; at 120 ℃; for 1h; under 11250.9 Torr;

DOI:10.3987/COM-99-8622

Reference yield:

2-Bromo-5-chloro-pyridine (40473-01-6) + ethanol (64-17-5) + carbon monoxide (201230-82-2) → ethyl 5-chloropyridine-2-carboxylate (128072-93-5)

Guidance literature:

With triethylamine; 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; In N,N-dimethyl-formamide; at 50 ℃; under 760.051 Torr;

upstream raw materials:

2,5 dichloropyridine

ethanol

carbon monoxide

2-Bromo-5-chloro-pyridine

Downstream raw materials:

ethyl 3-amino-pyridine-6-carboxylate

ethyl 5-phenylpicolinate

2-carboxy-5-phenylpyridine N-oxide

tert-butyl (2-(5-chloropicolinoyl)-6-methoxyphenyl)carbamate

Refernces

• 1、 Rouchet, Jean-Baptiste,Schneider, Cedric,Spitz, Cedric,Lefevre, Johan,Dupas, George,Fruit, Corinne,Hoarau, Christophe. "Pd-catalyzed decarboxylative cross-coupling of 2-carboxyazine N-oxides with various (hetero)aryl halides". supporting information. p. 3610 - 3615. Retrieved 2014/04/03.
• 2、 -. "AZETIDINES AND CYCLOBUTANES AS HISTAMINE H3 RECEPTOR ANTAGONISTS". Page/Page column 76. . Retrieved 2010/01/29.