5-Fluoropyridin-3-ylboronic acid

Base Information

• Chemical Name: 5-Fluoropyridin-3-ylboronic acid
• CAS No.: 872041-86-6
• Molecular Formula: C5H5BFNO2
• Molecular Weight: 140.91
• Hs Code.: 29319090
• Mol file: 872041-86-6.mol

Synonyms:Boronicacid, (5-fluoro-3-pyridinyl)- (9CI);(3-Fluoropyridin-5-yl)boronic acid;(5-Fluoropyridin-3-yl)boronic acid;

Chemical Property of 5-Fluoropyridin-3-ylboronic acid

Chemical Property:

• Appearance/Colour: off-white solid
• Vapor Pressure: 0.000813mmHg at 25°C
• Melting Point: 233-236 °C
• Refractive Index: 1.507
• Boiling Point: 292.9 °C at 760 mmHg
• PKA: 5.85±0.10(Predicted)
• Flash Point: 130.9 °C
• PSA: 53.35000
• Density: 1.34 g/cm³
• LogP: -1.09950
• Storage Temp.: Keep Cold
• Solubility.: Soluble in hot methanol.

Purity/Quality:

98% ^*data from raw suppliers

5-Fluoropyridine-3-boronicacid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Uses: suzuki reaction 5-Fluoropyridine-3-boronic acid is used as pharmaceutical intermediate.

Technology Process of 5-Fluoropyridin-3-ylboronic acid

There total 1 articles about 5-Fluoropyridin-3-ylboronic 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: 87.4%

3-bromo-5-fluoropyridine (407-20-5) → 5-fluoropyridine-3-boronic acid (872041-86-6)

Guidance literature:

3-bromo-5-fluoropyridine; With n-butyllithium; Triisopropyl borate; In tetrahydrofuran; at -90 - -80 ℃; for 2.5h;

With hydrogenchloride; water; In tetrahydrofuran; at -20 - 10 ℃; pH=1 - 2;

With sodium hydroxide; In water; pH=6;

Reference yield: 87.0%

5-fluoropyridine-3-boronic acid (872041-86-6) + (±)-methyl 1-(3-fluoro-2-methyl-phenyl)-3-(trifluoromethylsulfonyloxy)cyclopent-2-ene-1-carboxylate → (±)-methyl 1-(3-fluoro-2-methyl-phenyl)-3-(5-fluoropyridin-3-yl)cyclopent-2-ene-1-carboxylate

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; cesium fluoride; In methanol; 1,2-dimethoxyethane; at 120 ℃; for 1h; Microwave irradiation;

Reference yield: 85.0%

5-fluoropyridine-3-boronic acid (872041-86-6) + tert-butyl 4-(4-(6-chloropyrazin-2-yl)benzoyl)piperazine-1-carboxylate → tert-butyl 4-(4-(6-(5-fluoropyridin-3-yl)pyrazin-2-yl)benzoyl)piperazine-1-carboxylate

Guidance literature:

5-fluoropyridine-3-boronic acid; tert-butyl 4-(4-(6-chloropyrazin-2-yl)benzoyl)piperazine-1-carboxylate; With potassium carbonate; In 1,2-dimethoxyethane; water; for 0.0833333h; Inert atmosphere;

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,2-dimethoxyethane; water; at 65 ℃; for 4.5h;

upstream raw materials:

3-bromo-5-fluoropyridine

Downstream raw materials:

1-[3-(5-fluoropyridin-3-yl)phenyl]-1-[4-(methylsulfonyl)phenyl]-1H-isoindol-3-amine

C₁₉H₂₁F₂N₇

2-(((1s,4s)-4-((4-(5-fluoropyridin-3-yl)-5-(methylthio)-3-phenyl-1H-pyrazol-1-yl)methyl)cyclohexyl)methoxy)acetic acid

(6S)-6-{[4-(5-fluoro-3-pyridinyl)benzyl]oxy}-2-nitro-6,7-dihydro-5H-imidazo[2,1-b][1,3]oxazine

Refernces