5-Bromo-2-hydroxypyridine

Base Information

• Chemical Name: 5-Bromo-2-hydroxypyridine
• CAS No.: 13466-38-1
• Molecular Formula: C5H4BrNO
• Molecular Weight: 173.997
• Hs Code.: 29339900
• European Community (EC) Number: 629-311-5
• DSSTox Substance ID: DTXSID80344792
• Nikkaji Number: J1.658.755I
• Wikidata: Q27454737
• ChEMBL ID: CHEMBL1362250
• Mol file: 13466-38-1.mol

Synonyms:5-Bromo-2-hydroxypyridine;13466-38-1;5-bromopyridin-2-ol;2-Hydroxy-5-bromopyridine;5-bromopyridin-2(1H)-one;5-bromo-1H-pyridin-2-one;5-Bromo-2(1H)-pyridinone;5-Bromo-2(1H)-pyridone;5-Bromo-2-pyridone;5-bromo-1,2-dihydropyridin-2-one;2(1H)-Pyridinone, 5-bromo-;49843-23-4;5-Bromo-2-pyridinol;3-Bromo-6-hydroxypyridine;MFCD00234042;2-hydroxy-5-bromo pyridine;MFCD00456288;MLS000084659;5-bromo-1H-pyridone;2-pyridinol, 5-bromo-;5-Bromo-2-pyridinol #;5-Bromo-2-hydroxypyrdine;Pyridin-2-ol, 5-bromo-;2-hydroxy-5-bromo-pyridine;5-bromo-2-hydroxy-pyridine;5-bromo-2(1 h)-pyridone;SCHEMBL105531;CHEMBL1362250;DTXSID80344792;5-Bromo-2-hydroxypyridine, 95%;HMS2367P10;5-Bromo-2(1H)-pyridone, 97%;BCP23090;CS-D0987;3-Bromo-6-oxo-1,6-dihydropyridine;AC-171;BBL103686;STL557496;AKOS000121463;AKOS000275940;AB05097;SMR000019007;SY003385;TS-02397;AM20050777;B2207;FT-0620096;EN300-34322;E74274;AC-907/25004372;SR-01000389351;Q-103394;SR-01000389351-1;Q27454737;Z271004874;4HS

Chemical Property of 5-Bromo-2-hydroxypyridine

Chemical Property:

• Appearance/Colour: off-white to yellow-brown crystalline powder
• Vapor Pressure: 0.000796mmHg at 25°C
• Melting Point: 180-183 ºC
• Refractive Index: 1.6
• Boiling Point: 305.9 ºC at 760 mmHg
• PKA: 9.96±0.10(Predicted)
• Flash Point: 138.8 ºC
• PSA: 33.12000
• Density: 1.776 g/cm³
• LogP: 1.54970
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 172.94763
• Heavy Atom Count: 8
• Complexity: 171

Purity/Quality:

98% ^*data from raw suppliers

5-Bromo-1,2-dihydropyridin-2-one ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=O)NC=C1Br

Technology Process of 5-Bromo-2-hydroxypyridine

There total 19 articles about 5-Bromo-2-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%

2-methoxy-5-bromopyridine (13472-85-0,1199266-76-6) → 5-bromopyridin-2(1H)-one (13466-38-1,49843-23-4)

Guidance literature:

With hydrogenchloride; In water; for 7h; Reflux;

DOI:10.1039/c7gc01740e

Reference yield: 90.3%

2-hydroxypyridin (142-08-5) → 5-bromopyridin-2-ol (13466-38-1)

Guidance literature:

With N-Bromosuccinimide; In acetonitrile; at -10 - 25 ℃; for 1h; Reagent/catalyst; Solvent;

Reference yield: 82.0%

5-bromo-2-pyridylamine (1072-97-5) → 5-bromopyridin-2-ol (13466-38-1)

Guidance literature:

5-bromo-2-pyridylamine; With sodium nitrite; In sulfuric acid; water; at 0 - 5 ℃; for 0.5h;

With copper(II) sulfate; In water; Heating;

DOI:10.3987/com-01-9363

upstream raw materials:

5-bromo-2-pyridylamine

2-benzyloxy-5-bromo-pyridine-1-oxide

2-methoxy-5-bromopyridine

5-bromo-2-(methylsulfanyl)pyridine

Downstream raw materials:

5-bromo-2-(difluoromethoxy)pyridine

5-bromo-1-(difluoromethyl)-1,2-dihydropyridin-2-one

5-bromo-2-((1-methylpiperidin-4-yl)oxy)pyridine

5-bromo-2-isopropoxy-pyridine

Refernces

• 1、 Chen, Aiping,Feng, Ziying,Huang, Wenlong,Li, Jieming,Liu, Xinhong,Qian, Hai,Qiu, Qianqian,Shi, Jing,Shi, Wei,Zhang, Wenjie,Zhou, Daoguang. "Design, synthesis, and biological activity evaluation of a series of novel sulfonamide derivatives as BRD4 inhibitors against acute myeloid leukemia". supporting information. . Retrieved 2021/07/22.
• 2、 -. "PYRIDONE DERIVATIVE COMPRISING HETEROATOMIC RING BUTANE SUBSTITUENT, FOR TREATING FIBROSIS AND INFLAMMATORY DISEASES". Paragraph 0113; 0114. . Retrieved 2019/03/08.