3-Iodo-4-methoxypyridine

Base Information

• Chemical Name: 3-Iodo-4-methoxypyridine
• CAS No.: 89640-55-1
• Molecular Formula: C6H6 I N O
• Molecular Weight: 235.024
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID70358560
• Nikkaji Number: J2.985.724E
• Wikidata: Q72483814
• Mol file: 89640-55-1.mol

Synonyms:3-iodo-4-methoxypyridine;89640-55-1;3-Iodo-4-Methoxy-Pyridine;MFCD01416617;PYRIDINE, 3-IODO-4-METHOXY-;3-iodo-4-methoxy pyridine;SCHEMBL359458;DTXSID70358560;3-Iodo-4-methoxypyridine, AldrichCPR;AKOS015853846;AB09106;CS-W006465;AC-28210;AS-10295;SY110365;FT-0650336;EN300-317089;O11019;J-512681

Chemical Property of 3-Iodo-4-methoxypyridine

Chemical Property:

• Vapor Pressure: 0.0109mmHg at 25°C
• Boiling Point: 271.2°C at 760 mmHg
• Flash Point: 117.8°C
• PSA: 22.12000
• Density: 1.825g/cm³
• LogP: 1.69480
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 234.94941
• Heavy Atom Count: 9
• Complexity: 89.1

Purity/Quality:

98%min ^*data from raw suppliers

3-Iodo-4-methoxypyridine 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=NC=C1)I

Technology Process of 3-Iodo-4-methoxypyridine

There total 4 articles about 3-Iodo-4-methoxypyridine 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: 89.0%

4-methoxypyridine (620-08-6,1232006-56-2) → 4-methoxy-3-iodopyridine (89640-55-1)

Guidance literature:

4-methoxypyridine; With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; zinc dichloro(N,N,N′,N′-tetramethylethylenediamine); In tetrahydrofuran; hexane; at 20 ℃; for 2h; Inert atmosphere;

With iodine; In tetrahydrofuran; hexane; at 20 ℃; Concentration; regioselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2016.03.022

Reference yield: 88.0%

4-methoxypyridine (620-08-6,1232006-56-2) → 3,5-diiodo-4-methoxypyridine (849359-56-4) + 4-methoxy-3-iodopyridine (89640-55-1) + 2,3-diiodo-4-methoxypyridine + 2,5-diiodo-4-methoxypyridine

Guidance literature:

4-methoxypyridine; With 2,2,6,6-tetramethyl-piperidine; n-butyllithium; zinc dichloro(N,N,N′,N′-tetramethylethylenediamine); In tetrahydrofuran; hexane; at 20 ℃; for 2h; Inert atmosphere;

With iodine; In tetrahydrofuran; hexane; at 20 ℃; Concentration; regioselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2016.03.022

Reference yield:

methanol (67-56-1) + 4-chloro-3-iodopyridine (89167-34-0) → 4-methoxy-3-iodopyridine (89640-55-1)

Guidance literature:

methanol; With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; Inert atmosphere;

4-chloro-3-iodopyridine; In N,N-dimethyl-formamide; at 60 ℃; Inert atmosphere;

DOI:10.3390/molecules25204766

upstream raw materials:

4-methoxypyridine

methanol

4-chloro-3-iodopyridine

Downstream raw materials:

1-methyl-1H-imidazole

tert-butyl (1-(4-((4-methoxypyridin-3-yl)ethynyl)phenyl)cyclobutyl)carbamate

Trifluoro-methanesulfonic acid 6-(3,4-dimethoxy-phenyl)-1,2,3,5,8,8a-hexahydro-indolizin-7-yl ester

3-(3,4-Dimethoxy-phenyl)-2-(3-hydroxy-propyl)-4-oxo-3,4-dihydro-2H-pyridine-1-carboxylic acid benzyl ester

Refernces

• 1、 Hedidi, Madani,Bentabed-Ababsa, Ghenia,Derdour, A?cha,Halauko, Yury S.,Ivashkevich, Oleg A.,Matulis, Vadim E.,Chevallier, Floris,Roisnel, Thierry,Dorcet, Vincent,Mongin, Florence. "Deprotometalation of substituted pyridines and regioselectivity-computed CH acidity relationships". . p. 2196 - 2205. Retrieved 2016/04/09.
• 2、 Kadiyala, Raghu Ram,Tilly, David,Nagaradja, Elisabeth,Roisnel, Thierry,Matulis, Vadim E.,Ivashkevich, Oleg A.,Halauko, Yury S.,Chevallier, Floris,Gros, Philippe C.,Mongin, Florence. "Computed CH acidity of biaryl compounds and their deprotonative metalation by using a mixed lithium/Zinc-TMP base". supporting information. p. 7944 - 7960. Retrieved 2013/07/05.