4-Bromo-2-methoxypyridine

Base Information

• Chemical Name: 4-Bromo-2-methoxypyridine
• CAS No.: 100367-39-3
• Molecular Formula: C6H6BrNO
• Molecular Weight: 188.024
• Hs Code.: 29339900
• Mol file: 100367-39-3.mol

Synonyms:4-BROMO-2-METHOXYPYRIDINE;2-Methoxy-4-broMoquinoline

Chemical Property of 4-Bromo-2-methoxypyridine

Chemical Property:

• Vapor Pressure: 0.418mmHg at 25°C
• Melting Point: 25-26℃
• Refractive Index: 1.543
• Boiling Point: 202.331 °C at 760 mmHg
• PKA: 3.76±0.10(Predicted)
• Flash Point: 76.167 °C
• PSA: 22.12000
• Density: 1.531 g/cm³
• LogP: 1.85270
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Water Solubility.: Slightly soluble in water.

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Bromo-2-methoxypyridine used in the synhesis of Imidazo [1, 2-a] pyrimidines. Suzuki coupling between 4-methoxyphenylboronic acid and 4-bromo-2-methoxypyridine affords 1, 5-disubstituted pyridones. Starting material used in a synthesis of crown-ester-bipyridines and viologens via sodium or nickel reductive coupling, side chain oxidation and esterification.

Technology Process of 4-Bromo-2-methoxypyridine

There total 9 articles about 4-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: 98.0%

→ 4-bromo-2-methoxypyridine (100367-39-3)

Guidance literature:

Reference yield: 83.0%

4-bromo-2-fluoropyridine (128071-98-7) + sodium methylate (124-41-4) → 4-bromo-2-methoxypyridine (100367-39-3)

Guidance literature:

In methanol; at 155 ℃; for 5h; Sealed tube;

Reference yield: 43.0%

4-amino-2-methoxypyridine (20265-39-8) → 4-bromo-2-methoxypyridine (100367-39-3)

Guidance literature:

With copper(II) sulfate; sodium bromide; sodium nitrite; sulfuric acid; at 0 ℃;

DOI:10.1016/S0960-894X(02)00827-2

upstream raw materials:

2-methoxypyridine

4-amino-2-methoxypyridine

2-methoxypyridine N-oxide

2-methoxy-4-nitropyridine N-oxide

Downstream raw materials:

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

4-(4-(methylthio)phenyl)pyridin-2(1H)-one

2'-methoxy-N-methyl-4,4'-bipyridin-2-amine

4-bromo-5-chloro-2-methoxypyridine

Refernces

• 1、 -. "NICOTINIC RECEPTOR COMPOUNDS". Page/Page column 56. . Retrieved 2012/03/11.
• 2、 Fraley, Mark E,Rubino, Robert S,Hoffman, William F,Hambaugh, Scott R,Arrington, Kenneth L,Hungate, Randall W,Bilodeau, Mark T,Tebben, Andrew J,Rutledge, Ruth Z,Kendall, Richard L,McFall, Rosemary C,Huckle, William R,Coll, Kathleen E,Thomas, Kenneth A. "Optimization of a pyrazolo[1,5-a]pyrimidine class of KDR kinase inhibitors: improvements in physical properties enhance cellular activity and pharmacokinetics.". . p. 3537 - 3541. Retrieved 2007/10/03.