2-Chloro-5-hydroxypyridine

Base Information

• Chemical Name: 2-Chloro-5-hydroxypyridine
• CAS No.: 41288-96-4
• Molecular Formula: C5H4ClNO
• Molecular Weight: 129.546
• Hs Code.: 29333990
• European Community (EC) Number: 670-289-1
• DSSTox Substance ID: DTXSID50356120
• Nikkaji Number: J329.056E
• Wikidata: Q72451982
• ChEMBL ID: CHEMBL3236918
• Mol file: 41288-96-4.mol

Synonyms:2-chloro-5-hydroxypyridine

Chemical Property of 2-Chloro-5-hydroxypyridine

Chemical Property:

• Appearance/Colour: Light yellow cryst
• Vapor Pressure: 1.97E-05mmHg at 25°C
• Melting Point: 155-158 °C
• Refractive Index: 1.583
• Boiling Point: 351.9 °C at 760 mmHg
• PKA: 8.69±0.10(Predicted)
• Flash Point: 166.6 °C
• PSA: 33.12000
• Density: 1.392 g/cm³
• LogP: 1.44060
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 128.9981414
• Heavy Atom Count: 8
• Complexity: 78.8

Purity/Quality:

99% ^*data from raw suppliers

6-Chloropyridin-3-ol 97% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC=C1O)Cl

Technology Process of 2-Chloro-5-hydroxypyridine

There total 17 articles about 2-Chloro-5-hydroxypyridine 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: 96.0%

5-Acetoxy-2-chloropyridine (188057-24-1) → 6-chloropyridine-3-ol (41288-96-4)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 2h;

Reference yield: 91.0%

potassium (6-chloropyridin-3-yl)trifluoroborate (1235099-38-3) → 6-chloropyridine-3-ol (41288-96-4)

Guidance literature:

With Oxone; water; In acetone; at 20 ℃; for 0.0833333h;

DOI:10.1021/jo102208d

Reference yield: 82.0%

6-chloropyridin-3-ylboronic acid (444120-91-6) → 6-chloropyridine-3-ol (41288-96-4)

Guidance literature:

With dihydrogen peroxide; In dichloromethane; water; at 20 ℃; for 20h;

DOI:10.1016/j.tet.2004.12.006

upstream raw materials:

6-Chloro-pyridin-3-ylamine

5-Acetoxy-2-chloropyridine

2-chloropyridine

6-chloropyridin-3-ylboronic acid

Downstream raw materials:

3-((6-chloropyridin-3-yl)oxy)-N,N-dimethyl-3-phenylpropan-1-amine

5-(3-(dimethylamino)-1-phenylpropoxy)pyridin-2-amine

N-(5-(3-(dimethylamino)-1-phenylpropoxy)pyridin-2-yl)-5-methoxy-6-(trifluoromethyl)indoline-1-carboxamide

4-isopropyl-benzenesulfonic acid 6-chloro-pyridin-3-yl ester

Refernces

• 1、 Alabanza, Lady Mae,Dong, Yan,Wang, Ping,Wright, James A.,Zhang, Yingchao,Briggs, Andrew J.. "A practical synthesis of an aminopyridine as a component of a BTK inhibitor". . p. 876 - 880. Retrieved 2013.
• 2、 Büldt, Laura A.,Prescimone, Alessandro,Neuburger, Markus,Wenger, Oliver S.. "Photoredox Properties of Homoleptic d6 Metal Complexes with the Electron-Rich 4,4′,5,5′-Tetramethoxy-2,2′-bipyridine Ligand". . p. 4666 - 4677. Retrieved 2015/10/20.