Ethyl 2-chloro-5-fluoronicotinate

Base Information

• Chemical Name: Ethyl 2-chloro-5-fluoronicotinate
• CAS No.: 139911-30-1
• Molecular Formula: C8H7ClFNO2
• Molecular Weight: 203.6
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID40464364
• Wikidata: Q72473608
• Mol file: 139911-30-1.mol

Synonyms:Ethyl 2-chloro-5-fluoronicotinate;139911-30-1;2-Chloro-5-fluoronicotinic acid ethyl ester;ethyl 2-chloro-5-fluoropyridine-3-carboxylate;Ethyl 2-chloro-5-fluoro-pyridine-3-carboxylate;Ethyl2-chloro-5-fluoronicotinate;ETHYL 2-CHLORO-5-FLUORO-3-PYRIDINECARBOXYLATE;3-PYRIDINECARBOXYLIC ACID, 2-CHLORO-5-FLUORO-, ETHYL ESTER;SCHEMBL2086658;AMY3698;DTXSID40464364;ZCQJBYHGMYTQAO-UHFFFAOYSA-N;Ethyl 2-chloro-5-fluoro-nicotinate;ethyl-2-chloro-5-fluoro-nicotinate;Ethyl-2-chloro-5-fluoro-nicotinoate;MFCD05662395;AKOS015891745;AC-5237;PB34093;PS-6641;BL006379;SY010140;A3015;CS-0049507;FT-0602634;2-chloro-5-fluoro-nicotinic acid ethyl ester;ethyl-2-chloro-5-fluoropyridine-3-carboxylate

Chemical Property of Ethyl 2-chloro-5-fluoronicotinate

Chemical Property:

• Vapor Pressure: 0.0191mmHg at 25°C
• Refractive Index: 1.507
• Boiling Point: 252.654 °C at 760 mmHg
• Flash Point: 106.602 °C
• PSA: 39.19000
• Density: 1.329 g/cm³
• LogP: 2.05080
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 203.0149343
• Heavy Atom Count: 13
• Complexity: 191

Purity/Quality:

99% ^*data from raw suppliers

Ethyl2-Chloro-5-fluoronicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(N=CC(=C1)F)Cl

Technology Process of Ethyl 2-chloro-5-fluoronicotinate

There total 8 articles about Ethyl 2-chloro-5-fluoronicotinate 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%

(2E,4Z)-ethyl 2-cyano-5-(dimethylamino)-4-fluoro-penta-2,4-dienoate (1316084-72-6) → ethyl 2-chloro-5-fluoropyridine-3-carboxylate (139911-30-1)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 40 ℃; for 5h;

DOI:10.1002/jlcr.1887

Reference yield: 66.0%

2-chloro-5-fluoronicotinic acid hydrochloride + ethanol (64-17-5) → ethyl 2-chloro-5-fluoropyridine-3-carboxylate (139911-30-1)

Guidance literature:

2-chloro-5-fluoronicotinic acid hydrochloride; With thionyl chloride; N,N-dimethyl-formamide; In toluene; at 80 ℃; for 6h;

ethanol; In toluene; at 95 ℃; for 14h;

Reference yield: 62.0%

ethyl 2,6-dichloro-5-fluoropyridine-3-carboxylate (82671-03-2) → ethyl 2-chloro-5-fluoropyridine-3-carboxylate (139911-30-1)

Guidance literature:

With acetic acid; zinc; In water; at 0 - 20 ℃; for 1.5h;

upstream raw materials:

ethyl 2-chloro-5-fluoro-6-(methylthio)pyridine-3-carboxylate

ethyl 2,6-dichloro-5-fluoropyridine-3-carboxylate

ethanol

2-chloro-5-fluoronicotinic acid

Downstream raw materials:

5-fluoro-2-(3-ethylsulfanyl-phenoxy)-nicotinic acid ethyl ester

2-(3,4-dichloro-phenoxy)-5-fluoro-nicotinic acid ethyl ester

2-(3,5-Difluoro-phenoxy)-5-fluoro-nicotinic Acid Ethyl Ester

ethyl 2-(2-methyl-4-fluorophenyl)-5-fluoro-3-pyridinecarboxylate

Refernces

• 1、 Hendricks, Robert T.,Fell, Jay B.,Blake, James F.,Fischer, John P.,Robinson, John E.,Spencer, Stacey R.,Stengel, Peter J.,Bernacki, April L.,Leveque, Vincent J.P.,Pogam, Sophie Le,Rajyaguru, Sonal,Najera, Isabel,Josey, John A.,Harris, Jason R.,Swallow, Steven. "Non-nucleoside inhibitors of HCV NS5B polymerase. Part 1: Synthetic and computational exploration of the binding modes of benzothiadiazine and 1,4-benzothiazine HCV NS5b polymerase inhibitors". scheme or table. p. 3637 - 3641. Retrieved 2010/04/05.
• 2、 -. "Nicotinamide derivatives useful as PDE4 inhibitors". Page 18. . Retrieved 2010/02/10.