2-Bromo-5-fluoropyridine-4-boronic acid

Base Information

• Chemical Name: 2-Bromo-5-fluoropyridine-4-boronic acid
• CAS No.: 1072951-43-9
• Molecular Formula: C5H4BBrFNO2
• Molecular Weight: 219.806
• Hs Code.: 2933399090
• Mol file: 1072951-43-9.mol

Synonyms:Boronic acid, B-(2-bromo-5-fluoro-4-pyridinyl)-;

Chemical Property of 2-Bromo-5-fluoropyridine-4-boronic acid

Chemical Property:

• Boiling Point: 349.8 °C at 760 mmHg
• PKA: 6.36±0.58(Predicted)
• Flash Point: 165.3 °C
• PSA: 53.35000
• Density: 1.86 g/cm³
• LogP: -0.33700
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)

Purity/Quality:

98%min ^*data from raw suppliers

2-Bromo-5-fluoropyridine-4-boronicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Bromo-5-fluoropyridine-4-boronic acid

There total 1 articles about 2-Bromo-5-fluoropyridine-4-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: 83.0%

2-bromo-5-fluoropyridine (41404-58-4) + Triisopropyl borate (5419-55-6) → (2-bromo-5-fluoropyridin-4-yl)boronic acid (1072951-43-9)

Guidance literature:

2-bromo-5-fluoropyridine; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -70 ℃; for 1h;

Triisopropyl borate; In tetrahydrofuran; hexane; at -70 ℃; for 1h;

Reference yield: 28.0%

(S)-3-(4-iodophenyl)-5,5-dimethyl-4-phenyloxazolidin-2-one (1456506-56-1) + (2-bromo-5-fluoropyridin-4-yl)boronic acid (1072951-43-9) → (S)-3-(4-(2-bromo-5-fluoropyridin-4-yl)phenyl)-5,5-dimethyl-4-phenyloxazolidin-2-one (1456507-73-5)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium carbonate; In 1,4-dioxane; water; at 100 ℃; for 1h; Inert atmosphere; Sealed tube; Microwave irradiation;

Reference yield:

(2-bromo-5-fluoropyridin-4-yl)boronic acid (1072951-43-9) → 2-bromo-5-fluoro-4-methoxypyridine (1256816-36-0)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid; dihydrogen peroxide / 1 h / 20 - 30 °C

2: N-ethyl-N,N-diisopropylamine / hexane; methanol; acetonitrile / 16 h / 0 - 30 °C

With dihydrogen peroxide; acetic acid; N-ethyl-N,N-diisopropylamine; In methanol; hexane; acetonitrile;

upstream raw materials:

2-bromo-5-fluoropyridine

Triisopropyl borate

Downstream raw materials:

(S)-3-(4-(2-bromo-5-fluoropyridin-4-yl)phenyl)-5,5-dimethyl-4-phenyloxazolidin-2-one

2-bromo-5-fluoro-4-methoxypyridine

Refernces