Ethyl 4-Chloronicotinate

Base Information

• Chemical Name: Ethyl 4-Chloronicotinate
• CAS No.: 37831-62-2
• Molecular Formula: C8H8ClNO2
• Molecular Weight: 185.61
• Hs Code.: 2933399990
• European Community (EC) Number: 819-254-6
• DSSTox Substance ID: DTXSID30556121
• Nikkaji Number: J634.399F
• Wikidata: Q72473712
• Mol file: 37831-62-2.mol

Synonyms:Ethyl 4-Chloronicotinate;37831-62-2;ethyl 4-chloropyridine-3-carboxylate;4-chloro-nicotinic acid ethyl ester;4-Chloronicotinic acid ethyl ester;3-Pyridinecarboxylic acid, 4-chloro-, ethyl ester;Ethyl 4-chloro-nicotinate;SCHEMBL873827;4-chloro-3-ethoxycarbonylpyridine;DTXSID30556121;STYWLPMGYBPSRJ-UHFFFAOYSA-N;BCP11487;MFCD05664028;AKOS006293962;TS-02588;CS-0181182;4-Chloronicotinic acid ethyl esterhydrochloride;A23400;A23448;EN300-156044;I11421;4-chloro-pyridine-3-carboxylic acid ethyl ester;J-515171

Chemical Property of Ethyl 4-Chloronicotinate

Chemical Property:

• Boiling Point: 245.123 °C at 760 mmHg
• PKA: 1.81±0.10(Predicted)
• Flash Point: 102.047 °C
• PSA: 39.19000
• Density: 1.246 g/cm³
• LogP: 1.91170
• XLogP3: 1.7
• 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:

99% ^*data from raw suppliers

Ethyl4-Chloronicotinate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(C=CN=C1)Cl
• Uses: Ethyl 4-Chloronicotinate was used in the synthesis of nicotinamide analogs and 4-Benzofuranyloxynicotinamide derivatives as potential therapeutic agents.

Technology Process of Ethyl 4-Chloronicotinate

There total 1 articles about Ethyl 4-Chloronicotinate 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: 64.0%

3-pyridinecarboxylic acid ethyl ester (614-18-6) → mesytaldehyde (487-68-3) + ethyl 4-chloronicotinate (37831-62-2)

Guidance literature:

With (trichloromethyl)mesitylene; In chloroform; for 576h; Ambient temperature;

DOI:10.1007/BF01169070

Reference yield: 91.4%

4-bromo-phenol (106-41-2) + ethyl 4-chloronicotinate (37831-62-2) → ethyl 4-(4-bromophenoxy)nicotinate (1369628-08-9)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 20h;

Reference yield: 83.0%

ethyl 4-chloronicotinate (37831-62-2) + 3,5-dichloro-2-methylbenzene-1,4-diamine → C15H15Cl2N3O2

Guidance literature:

With hydrogenchloride; In ethanol; at 80 ℃; for 2h;

DOI:10.1021/acs.jmedchem.1c01107

upstream raw materials:

3-pyridinecarboxylic acid ethyl ester

Downstream raw materials:

4-chloro-3-(hydroxymethyl)pyridine

ethyl 3-hydroxyfuro<3,2-c>pyridine-2-carboxylate

4-(3,5-dimethoxy-phenoxy)-nicotinic acid hydrazide

4-(3,5-dimethoxy-phenylamino)-nicotinic acid hydrazide

Refernces