5-Chloro-2-methoxypyridine

Base Information

• Chemical Name: 5-Chloro-2-methoxypyridine
• CAS No.: 13473-01-3
• Molecular Formula: C6H6ClNO
• Molecular Weight: 143.573
• Hs Code.: 29333990
• European Community (EC) Number: 626-629-6
• DSSTox Substance ID: DTXSID10406190
• Nikkaji Number: J2.645.453K
• Wikidata: Q72453418
• Mol file: 13473-01-3.mol

Synonyms:5-Chloro-2-methoxypyridine;13473-01-3;Pyridine, 5-chloro-2-methoxy-;5-chloro-2-methoxy-pyridine;MFCD06254388;2-methoxy-5-chloro pyridine;2-Methoxy-5-chloropyridine;SCHEMBL473813;5-chloranyl-2-methoxy-pyridine;DTXSID10406190;NPYYXUYLIHZYOU-UHFFFAOYSA-N;5-Chloro-2-methoxypyridine, 97%;AMY31266;BBL100727;STL554521;AKOS002665628;AB23682;CCG-321329;CS-W000822;GS-5026;AC-23104;C2522;FT-0649045;EN300-68428;A806835;J-006597;J-517320;Z1094698482

Chemical Property of 5-Chloro-2-methoxypyridine

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 1.66mmHg at 25°C
• Refractive Index: n20/D 1.5260(lit.)
• Boiling Point: 173.9 °C at 760 mmHg
• PKA: 1.12±0.10(Predicted)
• Flash Point: 59 °C
• PSA: 22.12000
• Density: 1.21 g/cm³
• LogP: 1.74360
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 143.0137915
• Heavy Atom Count: 9
• Complexity: 89.1

Purity/Quality:

99% ^*data from raw suppliers

5-Chloro-2-methoxypyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 10-22-41-36/37/38
• Safety Statements: 26-39-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=NC=C(C=C1)Cl
• Uses: Reactant for:Preparation of biaryls via palladium-catalyzed Hiyama cross-coupling with aryltrifluorosilanesSuzuki-Miyaura cross-coupling reactions

Technology Process of 5-Chloro-2-methoxypyridine

There total 7 articles about 5-Chloro-2-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: 87%

3,5-dichloropyridine (2457-47-8) → 5-chloro-2-methoxypyridine (13473-01-3)

Guidance literature:

With sodium methylate; In N,N-dimethyl-formamide; at 80 ℃; for 2h;

DOI:10.1016/S0040-4020(01)96539-1

Reference yield: 86%

2,5 dichloropyridine (16110-09-1) + methanol (67-56-1) → 5-chloro-2-methoxypyridine (13473-01-3)

Guidance literature:

With sodium methylate; Heating;

DOI:10.1039/a909772d

Reference yield: 75%

2,5 dichloropyridine (16110-09-1) + sodium methylate (124-41-4) → 5-chloro-2-methoxypyridine (13473-01-3)

Guidance literature:

In methanol; for 68h; Heating;

upstream raw materials:

2,5 dichloropyridine

sodium methylate

3,5-dichloropyridine

methanol

Downstream raw materials:

2,5 dichloropyridine

5-chloropyridin-3-ol

5-Methoxy-3-methylsulfenylpyridine

3-Bromo-5-chloro-2-methoxypyridine

Refernces

• 1、 Struk, Lukasz,Sosnicki, Jacek G.. "Noncryogenic synthesis of functionalized 2-methoxypyridines by halogen-magnesium exchange using lithium dibutyl(isopropyl)magnesate(1-) and lithium chloride". experimental part. p. 735 - 746. Retrieved 2012/04/04.
• 2、 So?nicki, Jacek G.. "Efficient synthesis of 5-functionalised 2-methoxypyridines and their transformation to bicyclic d-lactams, both accessed using magnesium ?ate? complexes as key reagents". experimental part. p. 2508 - 2512. Retrieved 2010/02/16.