2,6-Dibromo-3-hydroxypyridine

Base Information

• Chemical Name: 2,6-Dibromo-3-hydroxypyridine
• CAS No.: 6602-33-1
• Molecular Formula: C5H3Br2NO
• Molecular Weight: 252.893
• Hs Code.: 2933399090
• European Community (EC) Number: 229-548-0
• DSSTox Substance ID: DTXSID30216238
• Nikkaji Number: J225.213I
• Wikidata: Q83092442
• Mol file: 6602-33-1.mol

Synonyms:2,6-Dibromo-3-hydroxypyridine;6602-33-1;2,6-Dibromopyridin-3-ol;2,6-dibromo-3-pyridinol;C5H3Br2NO;MFCD01318479;EINECS 229-548-0;3-Pyridinol, 2,6-dibromo-;SCHEMBL2144037;2,6-Dibromo-3-hydroxy pyridine;DTXSID30216238;AKOS015835829;AM87126;CS-W023062;DS-1494;SY014912;A8926;D5174;FT-0648675;EN300-7383712;A867548;AE-842/33920018;J-507402

Chemical Property of 2,6-Dibromo-3-hydroxypyridine

Chemical Property:

• Vapor Pressure: 5.64E-06mmHg at 25°C
• Melting Point: 164.0 to 168.0 °C
• Refractive Index: 1.654
• Boiling Point: 369.3 °C at 760 mmHg
• PKA: 3.86±0.10(Predicted)
• Flash Point: 177.1 °C
• PSA: 33.12000
• Density: 2.228 g/cm³
• LogP: 2.31220
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 252.85609
• Heavy Atom Count: 9
• Complexity: 101

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,6-Dibromo-3-hydroxypyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=NC(=C1O)Br)Br

Technology Process of 2,6-Dibromo-3-hydroxypyridine

There total 10 articles about 2,6-Dibromo-3-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: 68.0%

3-HYDROXYPYRIDINE (109-00-2) → 2-bromo-pyridin-3-ol (6602-32-0) + 2,6-dibromopyridin-3-ol (6602-33-1) + 2,4-Dibromo-3-hydroxypyridine (129611-31-0)

Guidance literature:

With sodium hydroxide; bromine; In water; for 3h;

DOI:10.1055/s-1990-26918

Reference yield: 46.0%

3-HYDROXYPYRIDINE (109-00-2) → 2,6-dibromopyridin-3-ol (6602-33-1)

Guidance literature:

With bromine; sodium hydroxide; at 0 - 20 ℃; for 5h;

DOI:10.1016/j.bmc.2014.05.021

Reference yield: 45.0%

3-HYDROXYPYRIDINE (109-00-2) → 2,6-dibromopyridin-3-ol (6602-33-1)

Guidance literature:

With sodium hydroxide; In water; for 2h; Ambient temperature;

upstream raw materials:

3-HYDROXYPYRIDINE

3-ethoxy-2-bromo-6-nitro-pyridine

pyridine

bromine

Downstream raw materials:

(E)-2,6-diamino-5-(phenyldiazenyl)pyridin-3-ol

3-methoxypyridine-2,6-diamine

Refernces

• 1、 -. "HETEROCYCLIC COMPOUND AND PHARMACEUTICAL COMPOSITION COMPRISING SAME". Paragraph 0088; 0089. . Retrieved 2018/01/11.
• 2、 Lanman, Brian A.,Reed, Anthony B.,Cee, Victor J.,Hong, Fang-Tsao,Pettus, Liping H.,Wurz, Ryan P.,Andrews, Kristin L.,Jiang, Jian,McCarter, John D.,Mullady, Erin L.,San Miguel, Tisha,Subramanian, Raju,Wang, Ling,Whittington, Douglas A.,Wu, Tian,Zalameda, Leeanne,Zhang, Nancy,Tasker, Andrew S.,Hughes, Paul E.,Norman, Mark H.. "Phosphoinositide-3-kinase inhibitors: Evaluation of substituted alcohols as replacements for the piperazine sulfonamide portion of AMG 511". supporting information. p. 5630 - 5634. Retrieved 2015/01/08.