3,5-Dibromo-2-methoxypyridine

Base Information

• Chemical Name: 3,5-Dibromo-2-methoxypyridine
• CAS No.: 13472-60-1
• Molecular Formula: C6H5 Br2 N O
• Molecular Weight: 266.92
• Hs Code.: 2933399090
• European Community (EC) Number: 687-297-6
• DSSTox Substance ID: DTXSID30544003
• Wikidata: Q72464504
• Mol file: 13472-60-1.mol

Synonyms:3,5-DIBROMO-2-METHOXYPYRIDINE;13472-60-1;2-METHOXY-3,5-DIBROMO-PYRIDINE;2-Methoxy-3,5-dibromopyridine;3,5-dibromo-2-methoxy-pyridine;MFCD05663709;Pyridine, 3,5-dibromo-2-methoxy-;Pyridine,2-methoxy-5-methyl-;SCHEMBL1882789;DTXSID30544003;MBMQYTQCUCQJEH-UHFFFAOYSA-N;3,5-dibromo-2-(methyloxy)pyridine;BCP22172;AKOS005255974;3,5-bis(bromanyl)-2-methoxy-pyridine;3,5-Dibromo-2-methoxypyridine, 97%;CS-W003229;ALPHA-CYANO-4-HYDROXYCINNAMICACID;AC-24907;DS-11150;AM20061727;D5099;EN300-317022;A806831;2-Methoxy-5-picoline (2-Methoxy-5-methylpyridine);J-511257

Chemical Property of 3,5-Dibromo-2-methoxypyridine

Chemical Property:

• Vapor Pressure: 0.076mmHg at 25°C
• Melting Point: 46-51℃
• Boiling Point: 235.7°Cat760mmHg
• PKA: -1.31±0.20(Predicted)
• Flash Point: 96.3°C
• PSA: 22.12000
• Density: 1.919g/cm³
• LogP: 2.61520
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: soluble in Methanol
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 266.87174
• Heavy Atom Count: 10
• Complexity: 112

Purity/Quality:

98%, ^*data from raw suppliers

3,5-Dibromo-2-methoxypyridine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-41-22
• Safety Statements: 26-36-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=N1)Br)Br

Technology Process of 3,5-Dibromo-2-methoxypyridine

There total 9 articles about 3,5-Dibromo-2-methoxypyridine 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%

3,5-dibromo-2-hydroxypyridine (13472-81-6) + methyl iodide (74-88-4) → 3,5-dibromo-2-methoxypyridine (13472-60-1)

Guidance literature:

With silver carbonate; In benzene; at 40 - 50 ℃; for 24h;

DOI:10.3987/COM-89-5142

Reference yield: 73.0%

methanol (67-56-1) + 2,3,5-tribromopyridine (75806-85-8) → 3,5-dibromo-2-methoxypyridine (13472-60-1)

Guidance literature:

With sodium methylate; at 50 ℃; for 2h; Cooling with ice;

DOI:10.1021/jm301268u

Reference yield: 71.0%

2-methoxypyridine (1628-89-3) → 2-methoxy-5-bromopyridine (13472-85-0,1199266-76-6) + 3,5-dibromo-2-methoxypyridine (13472-60-1)

Guidance literature:

With bromine; sodium acetate; In acetic acid; 1.) 80 deg C, 6 h, 2.) 25 deg C, 16 h;;

upstream raw materials:

2-methoxypyridine

3,5-dibromo-2-hydroxypyridine

methyl iodide

2,3,5-tribromopyridine

Downstream raw materials:

5-bromo-2-methoxypyridine-3-carboxaldehyde

(5-bromo-2-methoxy-pyridin-3-yl)-methanol

Refernces

• 1、 -. "ARYLPYRIDINONE ITK INHIBITORS FOR TREATING INFLAMMATION AND CANCER". Paragraph 0173; 0181; 0182. . Retrieved 2015/08/04.
• 2、 Hibi, Shigeki,Ueno, Koshi,Nagato, Satoshi,Kawano, Koki,Ito, Koichi,Norimine, Yoshihiko,Takenaka, Osamu,Hanada, Takahisa,Yonaga, Masahiro. "Discovery of 2-(2-Oxo-1-phenyl-5-pyridin-2-yl-1,2-dihydropyridin-3-yl) benzonitrile (Perampanel): A novel, noncompetitive α-amino-3-hydroxy-5- methyl-4-isoxazolepropanoic acid (AMPA) receptor antagonist". . p. 10584 - 10600. Retrieved 2013/02/23.