Methyl 5-iodo-2-oxo-1,2-dihydropyridine-3-carboxylate

Base Information

• Chemical Name: Methyl 5-iodo-2-oxo-1,2-dihydropyridine-3-carboxylate
• CAS No.: 116387-40-7
• Molecular Formula: C₇H₆INO₃
• Molecular Weight: 279.034
• Hs Code.: 2933399090
• European Community (EC) Number: 692-273-3
• DSSTox Substance ID: DTXSID40377460
• Wikidata: Q82166686
• Mol file: 116387-40-7.mol

Synonyms:116387-40-7;Methyl 5-iodo-2-oxo-1,2-dihydropyridine-3-carboxylate;methyl 2-hydroxy-5-iodonicotinate;2-Hydroxy-5-iodo-nicotinic acid methyl ester;Methyl 5-Iodo-2-oxo-1,2-dihydro-3-pyridinecarboxylate;methyl 5-iodo-2-oxo-1H-pyridine-3-carboxylate;methyl 2-hydroxy-5-iodopyridine-3-carboxylate;11-MethoxyuncarineC;SCHEMBL215798;DTXSID40377460;LGUKGFMYVHZDEB-UHFFFAOYSA-N;BCP26149;5-Iodo-2-oxo-1,2-dihydro-pyridine-3-carboxylic acid methyl ester;MFCD08235111;AKOS005071363;AKOS015851498;AB43751;AC-7412;AS-5215;AM802999;2-hydroxy-5-iodonicotinic acid methyl ester;CS-0041200;FT-0680702;5-Iodo-2-hydroxy-nicotinic acid methyl ester;I10128;8Y-0707;EN300-44837208;J-522491;Methyl 2-hydroxy-5-iodonicotinate

Chemical Property of Methyl 5-iodo-2-oxo-1,2-dihydropyridine-3-carboxylate

Chemical Property:

• Vapor Pressure: 1.96E-05mmHg at 25°C
• Melting Point: 199-201ºC
• Boiling Point: 362.2°Cat760mmHg
• Flash Point: 172.9°C
• PSA: 59.16000
• Density: 1.98g/cm³
• LogP: 0.76610
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 278.93924
• Heavy Atom Count: 12
• Complexity: 293

Purity/Quality:

98%min ^*data from raw suppliers

2-Hydroxy-5-iodo-nicotinicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC(=CNC1=O)I

Technology Process of Methyl 5-iodo-2-oxo-1,2-dihydropyridine-3-carboxylate

There total 6 articles about Methyl 5-iodo-2-oxo-1,2-dihydropyridine-3-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: 90.0%

methyl 2-hydroxynicotinate (10128-91-3) → methyl 2-hydroxy-5-iodopyridine-3-carboxylate (116387-40-7)

Guidance literature:

With N-iodo-succinimide; In dichloromethane; for 48h; Heating;

DOI:10.1021/jm00070a012

Reference yield: 62.0%

methyl-2-oxo-1,2-dihydro-3-pyridinecarbonitrile (10128-91-3) → methyl 5-iodo-2-oxo-1,2-dihydro-3-pyridinecarboxylate (116387-40-7)

Guidance literature:

With N-iodo-succinimide; In dichloromethane; for 48h; Heating;

DOI:10.1021/jo00276a023

Reference yield:

2-hydroxy-3-carboxypyridine (609-71-2) → methyl 2-hydroxy-5-iodopyridine-3-carboxylate (116387-40-7)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂SO₄

2: 90 percent / N-iodosuccinimide / CH₂Cl₂ / 48 h / Heating

With N-iodo-succinimide; sulfuric acid; In dichloromethane;

DOI:10.1021/jm00070a012

upstream raw materials:

methyl-2-oxo-1,2-dihydro-3-pyridinecarbonitrile

1,2-dihydro-2-oxonicotinic acid

methyl 2-hydroxynicotinate

2-hydroxy-3-carboxypyridine

Downstream raw materials:

diethyl N-<4-<<2-(pivaloylamino)-4-hydroxypyrido<2,3-d>pyrimidin-6-yl>ethynyl>benzoyl>-L-glutamate

2-(pivaloylamino)-4-hydroxy-6-<(carboxyphenyl)ethynyl>pyrido<2,3-d>pyrimidine

2-amino-4-hydroxy-6-<<4-(tert-butoxycarbonyl)phenyl>ethynyl>pyrido<2,3-d>pyrimidine

2-amino-4-hydroxy-6-<(4-carbxyphenyl)ethynyl>pyrido<2,3-d>pyrimidine

Refernces

• 1、 -. "QUINOLONES AND AZAQUINOLONES THAT INHIBIT PROLYL HYDROXYLASE". Page/Page column 46. . Retrieved 2008/12/08.
• 2、 -. "ANTIPRURITICS". Page/Page column 41. . Retrieved 2008/06/13.