Methyl 6-chloro-5-nitronicotinate

Base Information

• Chemical Name: Methyl 6-chloro-5-nitronicotinate
• CAS No.: 59237-53-5
• Molecular Formula: C7H5ClN2O4
• Molecular Weight: 216.581
• Hs Code.: 2933399090
• European Community (EC) Number: 691-005-2
• NSC Number: 405361
• DSSTox Substance ID: DTXSID40323982
• Nikkaji Number: J2.877.118E
• Wikidata: Q72489357
• ChEMBL ID: CHEMBL1973028
• Mol file: 59237-53-5.mol

Synonyms:Methyl 6-chloro-5-nitronicotinate;59237-53-5;methyl 6-chloro-5-nitropyridine-3-carboxylate;METHYL6-CHLORO-5-NITRONICOTINATE;6-CHLORO-5-NITRONICOTINIC ACID METHYL ESTER;MFCD01928341;3-PYRIDINECARBOXYLIC ACID, 6-CHLORO-5-NITRO-, METHYL ESTER;6-Chloro-5-nitro-nicotinic acid methyl ester;6-Chloro-5-nitropyridine-3-carboxylic acid methyl ester;methyl 6-chloro-5-nitro-nicotinate;NSC405361;methyl 6-chloro-5-nitro-pyridine-3-carboxylate;SCHEMBL70813;CHEMBL1973028;DTXSID40323982;methyl 6-chloro-5-nitronicotinoate;AMY10624;CS-B0656;CL0241;AKOS005264545;AB10536;GS-3917;NSC 405361;NSC-405361;AC-23254;BP-11553;NCI60_003831;SY031498;6-Chloro-5-nitronicotinicacid methyl ester;6-CHLORO-5-NITRO METHYL NICOTINATE;FT-0688474;EN300-189323;J-522547;METHYL 2-CHLORO-3-NITROPYRIDINE-5-CARBOXYLATE;5-Nitro-6-chloropyridine-3-carboxylic acid methyl ester;6-CHLORO-5-NITROPYRIDINE-3-CARBOXYLIC ACID METHYLESTER

Chemical Property of Methyl 6-chloro-5-nitronicotinate

Chemical Property:

• Vapor Pressure: 0.000375mmHg at 25°C
• Melting Point: 76 °C
• Refractive Index: 1.572
• Boiling Point: 317.8 °C at 760 mmHg
• PKA: -4.81±0.10(Predicted)
• Flash Point: 146 °C
• PSA: 85.01000
• Density: 1.5 g/cm³
• LogP: 1.95300
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 215.9937843
• Heavy Atom Count: 14
• Complexity: 242

Purity/Quality:

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

6-Chloro-5-nitronicotinicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=C(N=C1)Cl)[N+](=O)[O-]
• Uses: 6-Chloro-5-nitronicotinic Acid Methyl Ester, is a building block used for the synthesis of various pharmaceutical compounds, such as anticoccidial agents.

Technology Process of Methyl 6-chloro-5-nitronicotinate

There total 10 articles about Methyl 6-chloro-5-nitronicotinate 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: 92.0%

methanol (67-56-1) + 6-hydroxy-5-nitronicotinic acid (6635-31-0) → methyl 6-chloro-5-nitro-pyridine-3-carboxylate (59237-53-5)

Guidance literature:

6-hydroxy-5-nitronicotinic acid; With N,N-dimethyl-formamide; trichlorophosphate; at 100 ℃; for 4h; Inert atmosphere;

methanol; In dichloromethane; at 20 ℃; for 0.5h; Cooling with ice; Inert atmosphere;

DOI:10.1021/acs.jmedchem.1c01871

Reference yield: 92.0%

6-chloro-5-nitronicotinic acid (7477-10-3) + methyl iodide (74-88-4) → methyl 6-chloro-5-nitro-pyridine-3-carboxylate (59237-53-5)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

DOI:10.1016/j.bmcl.2019.05.050

Reference yield:

methanol (67-56-1) → methyl 6-chloro-5-nitro-pyridine-3-carboxylate (59237-53-5)

Guidance literature:

6-hydroxy-5-nitronicotinic acid; With phosphorus pentachloride; trichlorophosphate; at 100 ℃; for 2h;

methanol; In diethyl ether; at 0 ℃; for 0.166667h;

upstream raw materials:

methanol

6-chloro-5-nitronicotinic acid

6-chloro-5-nitro-nicotinoyl chloride

6-hydroxy-5-nitronicotinic acid

Downstream raw materials:

methyl 6-(methylamino)-5-nitronicotinate

tert-butyl 3-[(6-benzylsulfanyl-5-nitropyridine-3-carbonyl)amino]propionate

6-benzylsulfanyl-5-nitronicotinic acid

methyl 6-benzylsulfanyl-5-nitronicotinate

Refernces

• 1、 Winter-Holt, Jon J.,Bardelle, Catherine,Chiarparin, Elisabetta,Dale, Ian L.,Davey, Paul R. J.,Davies, Nichola L.,Denz, Christopher,Fillery, Shaun M.,Guérot, Carine M.,Han, Fujin,Hughes, Samantha J.,Kulkarni, Meghana,Liu, Zhaoqun,Milbradt, Alexander,Moss, Thomas A.,Niu, Huijun,Patel, Joe,Rabow, Alfred A.,Schimpl, Marianne,Shi, Junjie,Sun, Dongqing,Yang, Dejian,Guichard, Sylvie. "Discovery of a Potent and Selective ATAD2 Bromodomain Inhibitor with Antiproliferative Activity in Breast Cancer Models". . p. 3306 - 3331. Retrieved 2022/02/23.
• 2、 -. "TRICYCLIC COMPOUNDS AS ANTICANCER AGENTS". Page/Page column 66. . Retrieved 2016/11/28.