Methyl 5-chloropyridine-2-carboxylate

Base Information

• Chemical Name: Methyl 5-chloropyridine-2-carboxylate
• CAS No.: 132308-19-1
• Molecular Formula: C7H6ClNO2
• Molecular Weight: 171.583
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID10461547
• Nikkaji Number: J1.093.085E
• Wikidata: Q72489420
• Mol file: 132308-19-1.mol

Synonyms:Methyl 5-chloropyridine-2-carboxylate;132308-19-1;5-CHLOROPYRIDINE-2-CARBOXYLIC ACID METHYL ESTER;Methyl 5-Chloropicolinate;methyl 5-chloro-2-pyridinecarboxylate;2-Pyridinecarboxylic acid, 5-chloro-, methyl ester;MFCD09702466;5-chloro-pyridine-2-carboxylic acid methyl ester;SCHEMBL769167;DTXSID10461547;QHFFLLBWCXVJGO-UHFFFAOYSA-N;AKOS006230354;AB51080;CS-W018846;EE-0710;SY031483;AM20070233;FT-0681910;EN300-51234;W-205402

Chemical Property of Methyl 5-chloropyridine-2-carboxylate

Chemical Property:

• Vapor Pressure: 0.0257mmHg at 25°C
• Melting Point: 85-87 °C
• Refractive Index: 1.531
• Boiling Point: 247.4 °C at 760 mmHg
• PKA: -0.59±0.10(Predicted)
• Flash Point: 103.4 °C
• PSA: 39.19000
• Density: 1.294 g/cm³
• LogP: 1.52160
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 171.0087061
• Heavy Atom Count: 11
• Complexity: 151

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl5-Chloro-2-pyridinecarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=NC=C(C=C1)Cl
• Uses: Methyl 5-Chloro-2-pyridinecarboxylate is used as a reagent to synthesize (propyl)(trifluoromethyl)benzisoxazolyloxypropyl-substituted arylcarboxylic acids and heterarylcarboxylic acids, compounds that are designed to be potent and selective liver X receptor (LXR) agonists. Their purpose is to reverse cholesterol transport and to increase high density lipoprotein (HDL) levels in the body.

Technology Process of Methyl 5-chloropyridine-2-carboxylate

There total 21 articles about Methyl 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: 93.0%

2-Bromo-5-chloro-pyridine (40473-01-6) + methanol (67-56-1) + carbon monoxide (201230-82-2) → methyl 5-chloropyridine-2-carboxylate (132308-19-1)

Guidance literature:

With triethylamine; palladium diacetate; 1,1'-bis(diphenylphosphino)ferrocene; at 50 ℃; for 24h; under 775.743 Torr;

Reference yield: 87.0%

methanol (67-56-1) + 5-chloropicolinic acid (86873-60-1) → methyl 5-chloropyridine-2-carboxylate (132308-19-1)

Guidance literature:

5-chloropicolinic acid; With oxalyl dichloride; In dichloromethane; at 0 - 20 ℃; for 16h;

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

Reference yield:

2-cyano-5-chloropyridine (89809-64-3) → methyl 5-chloropyridine-2-carboxylate (132308-19-1)

Guidance literature:

2-cyano-5-chloropyridine; With hydrogenchloride; sulfuric acid; In methanol; water; for 35h; Heating / reflux;

With sodium hydroxide; In methanol; water; pH=6 - 7;

upstream raw materials:

5-chloropicolinic acid

methanol

4-chloronicotinoyl chloride

diazomethane

Downstream raw materials:

1-(5-chloropyridin-2-yl)-2-(quinolin-4-yl)ethanone

2-(bromomethyl)-5-chloropyridine

5-chloropicolinohydrazide

Refernces

• 1、 -. "NOVEL TETRAZOLE COMPOUNDS AND THEIR USE IN THE TREATMENT OF TUBERCULOSIS". Page/Page column 35. . Retrieved 2019/03/05.
• 2、 -. "FAAH INHIBITORS". . . Retrieved 2012/07/13.