2-Bromo-5-hydroxypyridine

Base Information

• Chemical Name: 2-Bromo-5-hydroxypyridine
• CAS No.: 55717-45-8
• Molecular Formula: C5H4BrNO
• Molecular Weight: 173.997
• Hs Code.: 29339900
• European Community (EC) Number: 676-372-9
• DSSTox Substance ID: DTXSID80971087
• Nikkaji Number: J2.142.725J
• Wikidata: Q72456999
• ChEMBL ID: CHEMBL3236917
• Mol file: 55717-45-8.mol

Synonyms:2-Bromo-5-hydroxypyridine;6-Bromopyridin-3-ol;55717-45-8;55717-40-3;6-Bromo-3-pyridinol;6-bromo-3-hydroxypyridine;3-PYRIDINOL, 6-BROMO-;MFCD04114184;6-Bromopyridin-3-ol (radical ion(1+));3-Pyridinol, 6-bromo-,radical ion(1+) (9CI);2-Bromopyridine-5-ol;3-hydroxy-6-bromopyridine;5-Hydroxy-2-bromopyridine;2-bromo-5-hydroxy pyridine;2-bromo-5-hydroxy-pyridine;SCHEMBL148620;6-BROMO-PYRIDIN-3-OL;CHEMBL3236917;DTXSID80971087;BCP22991;CS-D0986;BBL101234;STL555030;AKOS005146397;2-Bromo-5-hydroxypyridine, AldrichCPR;AC-1375;PB15771;PS-5226;AC-25807;SY003237;2-Bromo-5-hydroxypyridine radical ion(1+);A8044;AM20061326;B3657;FT-0640333;FT-0660480;A15649;EN300-103371;J-518456;F9994-0689;Z1201622821;4-(3-THIEN-2-YL-1,2,4-OXADIAZOL-5-YL)BUTANOICACID

Chemical Property of 2-Bromo-5-hydroxypyridine

Chemical Property:

• Appearance/Colour: Light yellow Crystal
• Vapor Pressure: 4.3E-06mmHg at 25°C
• Melting Point: 135.5-136.5 °C
• Refractive Index: 1.614
• Boiling Point: 373 °C at 760 mmHg
• PKA: 8.69±0.10(Predicted)
• Flash Point: 179.4 °C
• PSA: 33.12000
• Density: 1.788 g/cm³
• LogP: 1.54970
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 172.94763
• Heavy Atom Count: 8
• Complexity: 78.8

Purity/Quality:

99% ^*data from raw suppliers

6-Bromo-3-pyridinol ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC=C1O)Br
• Uses: 6-Bromo-3-pyridinol is a pyridine derivative that was shown exhibit antioxidant properties. It is used as an active pharmaceutical intermediate and in the coupling reactions with halo aromatic amines and alcohols for a practical synthetic route to 2-substituted amino phenyl and hydroxyphenyl pyridines.

Technology Process of 2-Bromo-5-hydroxypyridine

There total 8 articles about 2-Bromo-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: 90.0%

6-bromopyridin-3-ylboronic acid (223463-14-7) → 6-bromo-pyridin-3-ol (55717-45-8,55717-40-3)

Guidance literature:

With O₅V₂⁽¹⁰⁾,O₂Ti(b) (W%); water; dihydrogen peroxide; In acetonitrile; at 25 ℃; Green chemistry;

DOI:10.1002/ejoc.202100614

Reference yield: 66.0%

2,5-dibromopyridine (624-28-2) → 6-bromo-pyridin-3-ol (55717-45-8,55717-40-3)

Guidance literature:

2,5-dibromopyridine; With isopropylmagnesium chloride; In tetrahydrofuran; diethyl ether; at 36 ℃; for 1.5h; Inert atmosphere;

With Trimethyl borate; In tetrahydrofuran; diethyl ether; at 2 - 6 ℃;

With dihydrogen peroxide; acetic acid; In tetrahydrofuran; diethyl ether; at 12 ℃; for 1.5h; Cooling with ice;

Reference yield: 60.0%

6-bromopyridine-3-amine (13534-97-9) → 6-bromo-pyridin-3-ol (55717-45-8,55717-40-3)

Guidance literature:

6-bromopyridine-3-amine; With tetrafluorohydroboric acid; sodium nitrite; In water; at 0 ℃; for 1h;

With water; at 100 ℃; for 5h;

DOI:10.1021/ol801983n

upstream raw materials:

2-bromo-5-ethoxy-pyridine

6-bromopyridin-3-ylboronic acid

2-[(6-bromo)pyridin-3-yl]-4,4',5,5'-tetramethyl-1,3-dioxaborolane

2,5-dibromopyridine

Downstream raw materials:

2,4,6-tribromo-3-hydroxypyridine

5-hydroxy-2-iodopyridine

benzyl-ethyl-(5-methoxy-pyridin-2-yl)-amine

(5-methoxy-pyridin-2-yl)-(1-phenyl-propyl)-amine

Refernces

• 1、 -. "4-((6-(2-(2,4-DIFLUOROPHENYL)-1,1-DIFLUORO-2-OXOETHYL) PYRIDIN-3-YL)OXY)BENZONITRILE AND PROCESSES OF PREPARATION". Page/Page column 4; 5. . Retrieved 2017/06/12.
• 2、 -. "4-((6-2-(2,4-DIFLUOROPHENYL)-1,1-DIFLUORO-2-HYDROXY-3-(1H-1,2,4-TRIAZOL-1-YL)PROPYL)PYRIDIN-3-YL)OXY)BENZONITRILE AND PROCESSES OF PREPARATION". Page/Page column 5; 6. . Retrieved 2017/06/12.