3-Bromo-2-methoxypyridine

Base Information

• Chemical Name: 3-Bromo-2-methoxypyridine
• CAS No.: 13472-59-8
• Molecular Formula: C6H6BrNO
• Molecular Weight: 188.024
• Hs Code.: 29333990
• European Community (EC) Number: 624-026-2
• DSSTox Substance ID: DTXSID10501578
• Nikkaji Number: J894.894A
• Wikidata: Q72446410
• Mol file: 13472-59-8.mol

Synonyms:3-bromo-2-methoxypyridine;13472-59-8;3-Bromo-2-Methoxy-Pyridine;MFCD03095349;Pyridine, 3-bromo-2-methoxy-;2-Methoxybromopyridine;SCHEMBL610170;3-bromanyl-2-methoxy-pyridine;DTXSID10501578;PORGLLGXCAQORO-UHFFFAOYSA-N;3-Bromo-2-methoxypyridine, 96%;BCP22994;CS-D0942;AKOS010630998;AC-7006;FS-2165;PB20024;HY-32755;SY007904;AM20070128;B3737;FT-0636897;EN300-180993;A806830;W-205451

Chemical Property of 3-Bromo-2-methoxypyridine

Chemical Property:

• Vapor Pressure: 0.752mmHg at 25°C
• Refractive Index: 1.566
• Boiling Point: 190.387 °C at 760 mmHg
• PKA: 1.04±0.10(Predicted)
• Flash Point: 68.944 °C
• PSA: 22.12000
• Density: 1.531 g/cm³
• LogP: 1.85270
• Storage Temp.: Store under inert gas
• Sensitive.: Moisture Sensitive/Light Sensi
• Water Solubility.: Not miscible or difficult to mix in water.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 186.96328
• Heavy Atom Count: 9
• Complexity: 89.1

Purity/Quality:

99% ^*data from raw suppliers

3-Bromo-2-methoxypyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC=N1)Br
• Uses: It is employed in the facile synthesis of 2-unsubstituted benzofuran-3-carboxylates using diazo(trimethylsilyl)methyl magnesium bromide.

Technology Process of 3-Bromo-2-methoxypyridine

There total 8 articles about 3-Bromo-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: 100.0%

3-bromo-2-chloropyridine (52200-48-3) → 3-Bromo-2-methoxypyridine (13472-59-8)

Guidance literature:

With sodium methylate; In N,N-dimethyl-formamide; at 80 ℃; for 0.5h;

Reference yield: 96.0%

3-bromopyridin-2(1H)-one (13466-43-8) + methyl iodide (74-88-4) → 3-Bromo-2-methoxypyridine (13472-59-8)

Guidance literature:

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

DOI:10.3987/COM-89-5142

Reference yield: 88.0%

2-methoxynicotinic acid (16498-81-0) → 3-Bromo-2-methoxypyridine (13472-59-8)

Guidance literature:

With potassium phosphate; tetrabuthylammonium tribromide; In acetonitrile; at 100 ℃;

DOI:10.1039/c8sc01016a

upstream raw materials:

2-methoxypyridine

3-bromopyridin-2(1H)-one

methyl iodide

3-bromo-pyridin-2-ol

Refernces

• 1、 Quibell, Jacob M.,Perry, Gregory J. P.,Cannas, Diego M.,Larrosa, Igor. "Transition-metal-free decarboxylative bromination of aromatic carboxylic acids". . p. 3860 - 3865. Retrieved 2018/04/26.
• 2、 Yasuda, Nobuyoshi,Hsiao,Jensen, Mark S,Rivera, Nelo R,Yang, Chunhua,Wells, Kenneth M,Yau, James,Palucki, Michael,Tan, Lushi,Dormer, Peter G,Volante, Ralph P,Hughes, David L,Reider, Paul J. "An efficient synthesis of an alphavbeta3 antagonist.". . p. 1959 - 1966. Retrieved 2007/10/03.