6-Bromo-5-methylpyridine-3-boronic acid

Base Information

• Chemical Name: 6-Bromo-5-methylpyridine-3-boronic acid
• CAS No.: 1003043-34-2
• Molecular Formula: C6H7BBrNO2
• Molecular Weight: 215.842
• Hs Code.: 2933990090
• European Community (EC) Number: 680-961-6
• ChEMBL ID: CHEMBL3236634
• DSSTox Substance ID: DTXSID50590360
• Nikkaji Number: J2.733.052E
• Wikidata: Q72447860
• Mol file: 1003043-34-2.mol

Synonyms:(6-Bromo-5-methylpyridin-3-yl)boronic acid;

Chemical Property of 6-Bromo-5-methylpyridine-3-boronic acid

Chemical Property:

• Appearance/Colour: off-white solid
• Boiling Point: 378.9 °C at 760 mmHg
• Flash Point: 183 °C
• PSA: 53.35000
• Density: 1.67 g/cm³
• LogP: -0.16770
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 214.97532
• Heavy Atom Count: 11
• Complexity: 136

Purity/Quality:

99% ^*data from raw suppliers

2-Bromo-3-methylpyridine-5-boronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC(=C(N=C1)Br)C)(O)O

Technology Process of 6-Bromo-5-methylpyridine-3-boronic acid

There total 1 articles about 6-Bromo-5-methylpyridine-3-boronic acid 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: 64.0%

2,5-dibromo-3-methylpyridine (3430-18-0,141315-43-7) → 6-bromo-5-methylpyridin-3-yl boronic acid (1003043-34-2)

Guidance literature:

2,5-dibromo-3-methylpyridine; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.833333h; Inert atmosphere;

With Triisopropyl borate; In tetrahydrofuran; at -78 - 20 ℃; for 1.83333h; Inert atmosphere;

With water; sodium hydroxide; In tetrahydrofuran;

DOI:10.1016/j.tet.2009.04.049

Reference yield: 98.0%

6-bromo-5-methylpyridin-3-yl boronic acid (1003043-34-2) + 3-(6-iodo-5-(E)-styrylpyridin-3-yl)pyridine → 2-bromo-3-methyl-5-(5-(pyridine-3-yl)-3-(E)-styrylpyridin-2-yl)pyridine

Guidance literature:

With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; water; at 80 ℃; for 20h; Inert atmosphere;

DOI:10.1021/jm500672y

Reference yield: 97.0%

6-bromo-5-methylpyridin-3-yl boronic acid (1003043-34-2) + 2-iodo-5-phenyl-3-(E)-styrylpyridine → 2-bromo-3-methyl-5-(5-phenyl-3-(E)-styrylpyridin-2-yl)pyridine

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,4-dioxane; for 24h; Inert atmosphere; Reflux;

DOI:10.1021/jm500672y

upstream raw materials:

2,5-dibromo-3-methylpyridine

Downstream raw materials:

5,6'-dibromo-5'-methyl-[2,3']bipyridine

2-bromo-5-(4-bromo-2-methylphenyl)-3-methylpyridine

C₁₉H₁₆Br₂N₂

5′-bromo-3′,5-dimethyl-6-(2-methyl-4-pyridin-3-ylphenyl)-3,2′-bipyridine

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