Methyl 2-chloro-4-iodonicotinate

Base Information

• Chemical Name: Methyl 2-chloro-4-iodonicotinate
• CAS No.: 185041-05-8
• Molecular Formula: C7H5 Cl I N O2
• Molecular Weight: 297.48
• Hs Code.: 2933399090
• European Community (EC) Number: 801-117-7
• DSSTox Substance ID: DTXSID90445860
• Nikkaji Number: J1.653.228B
• Wikidata: Q82264396
• Mol file: 185041-05-8.mol

Synonyms:185041-05-8;Methyl 2-chloro-4-iodonicotinate;2-Chloro-4-iodo-nicotinic acid methyl ester;methyl 2-chloro-4-iodopyridine-3-carboxylate;3-PYRIDINECARBOXYLIC ACID, 2-CHLORO-4-IODO-, METHYL ESTER;Methyl 2-hloro-4-odonicotinate;MFCD04039871;2-Chloro-4-iodonicotinic acid methyl ester;Methyl2-chloro-4-iodonicotinate;SCHEMBL1585518;DTXSID90445860;FXGPTKSMXUWJGO-UHFFFAOYSA-N;AKOS015851521;AB17422;CS-W016713;AS-61015;SY109543;FT-0646968;A812914;Methyl 2-chloro-4-iodopyridine-3-carboxylate, 97%;2-Chloro-4-iodo-nicotinic acid methyl ester, AldrichCPR;3-Pyridinecarboxylicacid,2-chloro-4-iodo-,methyl ester

Chemical Property of Methyl 2-chloro-4-iodonicotinate

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 85-86°C
• Refractive Index: 1.615
• Boiling Point: 304.4°Cat760mmHg
• PKA: -1.56±0.10(Predicted)
• Flash Point: 137.9°C
• PSA: 39.19000
• Density: 1.924g/cm³
• LogP: 2.12620
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Sensitive.: Light Sensitive
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 296.90535
• Heavy Atom Count: 12
• Complexity: 179

Purity/Quality:

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

Methyl2-Chloro-4-iodonicotinate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C(C=CN=C1Cl)I

Technology Process of Methyl 2-chloro-4-iodonicotinate

There total 5 articles about Methyl 2-chloro-4-iodonicotinate 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: 100.0%

methyl iodide (74-88-4) + 2-chloro-4-iodo-3-pyridinecarboxylic acid (544671-78-5) → 2-chloro-4-iodonicotinic acid methyl ester (185041-05-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 4h;

DOI:10.1016/j.bmcl.2019.01.023

Reference yield: 70.0%

methyl cyanoformate (17640-15-2) + 2-chloro-3-iodopyridine (78607-36-0) → 2-chloro-4-iodonicotinic acid methyl ester (185041-05-8)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; -70 deg C, 5 h, -30 deg C, 3 h;

DOI:10.1080/00397919608003845

Reference yield: 50.0%

2-chloro-4-iodopyridine (153034-86-7) + carbon dioxide (124-38-9,18923-20-1) + methyl iodide (74-88-4) → 2-chloro-4-iodonicotinic acid methyl ester (185041-05-8)

Guidance literature:

2-chloro-4-iodopyridine; With n-butyllithium; diisopropylamine; In tetrahydrofuran; at -78 ℃; for 2h;

carbon dioxide; In tetrahydrofuran; at -78 - 20 ℃;

methyl iodide; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.1016/j.bmcl.2016.10.087

upstream raw materials:

methyl cyanoformate

2-chloro-3-iodopyridine

methyl iodide

2-chloro-4-iodo-3-pyridinecarboxylic acid

Downstream raw materials:

methyl 2-chloro-4-methylnicotinate

2-chloro-4-methyl-3-pyridinecarboxylic acid

6-((1R,2S)-2-aminocyclohexylamino)-4-(m-tolylamino)-1H-pyrrolo[3,4-c]pyridin-3(2H)-one

methyl 6-chloro-4-cyano-2-(m-tolylamino)nicotinate

Refernces

• 1、 Miyazaki, Tohru,Kawasaki, Masanori,Suzuki, Atsushi,Ito, Yuki,Imanishi, Akio,Maru, Takamitsu,Kawamoto, Tomohiro,Koike, Tatsuki. "Discovery of novel 4-phenyl-2-(pyrrolidinyl)nicotinamide derivatives as potent Nav1.1 activators". . p. 815 - 820. Retrieved 2019.
• 2、 -. "MITOCHONDRIAL ALDEHYDE DEHYDROGENASE-2 MODULATORS AND METHODS OF USE THEREOF". Paragraph 00323. . Retrieved 2014/10/15.