2-Bromo-6-hydroxypyridine

Base Information

• Chemical Name: 2-Bromo-6-hydroxypyridine
• CAS No.: 27992-32-1
• Molecular Formula: C5H4BrNO
• Molecular Weight: 173.997
• Hs Code.: 2933399090
• European Community (EC) Number: 807-967-5
• DSSTox Substance ID: DTXSID40356210
• Nikkaji Number: J1.251.095K
• Wikidata: Q72457004
• Mol file: 27992-32-1.mol

Synonyms:2-Bromo-6-hydroxypyridine;27992-32-1;6-bromopyridin-2-ol;6-bromo-1H-pyridin-2-one;6-BROMOPYRIDIN-2(1H)-ONE;2(1H)-Pyridinone, 6-bromo-;6-bromo-2-pyridone;6-BROMO-2-HYDROXYPYRIDINE;6-bromo-1,2-dihydropyridin-2-one;MFCD00234043;MFCD11226855;6-bromo-2(1h)-pyridinone;6-bromo-2-pyridinol;6-bromo-pyridin-2-ol;2-hydroxy-6-bromopyridine;6-BROMOPYRIDINE-2-OL;SCHEMBL227129;DTXSID40356210;BBL102798;STL556605;AKOS005146396;AKOS022381263;AB05100;AC-5122;AM86830;CS-W002547;AM806226;AS-18260;SY017262;B4408;FT-0645384;EN300-88358;AC-907/25004373;J-518455

Chemical Property of 2-Bromo-6-hydroxypyridine

Chemical Property:

• Vapor Pressure: 0.000111mmHg at 25°C
• Melting Point: 121.0 to 125.0 °C
• Refractive Index: 1.6
• Boiling Point: 336.6 °C at 760 mmHg
• PKA: 7.33±0.10(Predicted)
• Flash Point: 157.4 °C
• PSA: 33.12000
• Density: 1.776 g/cm³
• LogP: 1.54970
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 1.1
• 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%,99%, ^*data from raw suppliers

6-Bromopyridin-2-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=O)NC(=C1)Br

Technology Process of 2-Bromo-6-hydroxypyridine

There total 14 articles about 2-Bromo-6-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: 99.0%

potassium 6-bromopyridin-2-yltrifluoroborate → 6-bromo-2-hydroxypyridine (27992-32-1)

Guidance literature:

With hydrazine hydrate; caesium carbonate; at 120 ℃; for 8h;

Reference yield: 95.0%

2-Amino-6-bromopyridine (19798-81-3,1184170-10-2) → 6-bromo-2-hydroxypyridine (27992-32-1)

Guidance literature:

With sulfuric acid; sodium nitrite; In water; at 0 ℃; for 1h;

DOI:10.1021/acs.orglett.6b01263

Reference yield: 85.0%

2,6-Dibromopyridine (626-05-1) → 6-bromo-2-pyridone (27992-32-1)

Guidance literature:

2,6-Dibromopyridine; With potassium tert-butylate; In tert-butyl alcohol; Reflux;

With hydrogenchloride; In water;

upstream raw materials:

2,6-Dibromopyridine

2-Amino-6-bromopyridine

(6-bromopyridin-2-yl)boronic acid

2-bromo-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

Downstream raw materials:

5-hydroxy-6-bromo-2-pyridone hydrobromide

2,3,6-trihydroxypyridine

2-bromo-6-(trifluoromethoxy)pyridine

Refernces

• 1、 Miller, Lisa M.,Keune, Willem-Jan,Castagna, Diana,Young, Louise C.,Duffy, Emma L.,Potjewyd, Frances,Salgado-Polo, Fernando,García, Paloma Engel,Semaan, Dima,Pritchard, John M.,Perrakis, Anastassis,MacDonald, Simon J. F.,Jamieson, Craig,Watson, Allan J. B.. "Structure-activity relationships of small molecule autotaxin inhibitors with a discrete binding mode". supporting information. p. 722 - 748. Retrieved 2017/02/05.
• 2、 -. "A nitrogen oxide C2 - bit hydroxylated method (by machine translation)". Paragraph 0031; 0032; 0033; 0034; 0035; 0036-0038; 0135-0150. . Retrieved 2017/05/19.