(2-Fluoro-3-hydroxyphenyl)boronic acid

Base Information

• Chemical Name: (2-Fluoro-3-hydroxyphenyl)boronic acid
• CAS No.: 855230-60-3
• Molecular Formula: C6H6 B F O3
• Molecular Weight: 155.921
• Hs Code.: 2931900090
• European Community (EC) Number: 851-219-0
• DSSTox Substance ID: DTXSID20590796
• Wikidata: Q82484432
• Mol file: 855230-60-3.mol

Synonyms:855230-60-3;2-Fluoro-3-hydroxyphenylboronic acid;(2-Fluoro-3-hydroxyphenyl)boronic acid;(2-Fluoro-3-hydroxyphenyl)boronicacid;SCHEMBL2375546;DTXSID20590796;FUYFURLPSFAOGC-UHFFFAOYSA-N;CS-B1249;MFCD06797222;AKOS006284521;AB29567;(2-Fluoro-3-hydroxy-phenyl)boronic acid;AS-19892;B-(2-Fluoro-3-hydroxy-phenyl)boronic acid;DB-346971;EN300-388804;H11805;A863559;J-519650;Z1198170548

Chemical Property of (2-Fluoro-3-hydroxyphenyl)boronic acid

Chemical Property:

• PSA: 60.69000
• LogP: -0.78890
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 156.0394024
• Heavy Atom Count: 11
• Complexity: 133

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Fluoro-3-hydroxyphenylboronicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (2-Fluoro-3-hydroxyphenyl)boronic acid

There total 1 articles about (2-Fluoro-3-hydroxyphenyl)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: 96.0%

(2-fluoro-3-methoxyphenyl)boronic acid (352303-67-4) → (2-fluoro-3-hydroxyphenyl)boronic acid (855230-60-3)

Guidance literature:

(2-fluoro-3-methoxyphenyl)boronic acid; With boron tribromide; In dichloromethane; at 5 - 20 ℃; Inert atmosphere;

With sodium hydrogencarbonate; In ethanol; dichloromethane; Cooling;

Reference yield: 100.0%

ethyl 1-(3-bromophenyl)-5-(2-(1-methyl-1H-1,2,3-triazol-4-yl)cyclopropyl)-1H-pyrazole-4-carboxylate + (2-fluoro-3-hydroxyphenyl)boronic acid (855230-60-3) → ethyl 1-(2'-fluoro-3'-hydroxy-[1,1'-biphenyl]-3-yl)-5-(2-(1-methyl-1H-1,2,3-triazol-4-yl)cyclopropyl)-1H-pyrazole-4-carboxylate

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In tetrahydrofuran; water; at 75 ℃; for 16h; Inert atmosphere;

Reference yield: 83.0%

methyl (Z)-3-cyclopropyl-2-methyl-3-(p-tolylsulfonyloxy)prop-2-enoate + (2-fluoro-3-hydroxyphenyl)boronic acid (855230-60-3) → methyl (Z)-3-cyclopropyl-3-(2-fluoro-3-hydroxyphenyl)-2-methylprop-2-enoate

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; caesium carbonate; In 1,4-dioxane; water; at 20 - 100 ℃; for 1h;

upstream raw materials:

(2-fluoro-3-methoxyphenyl)boronic acid

Downstream raw materials:

{2-[5-(2-fluoro-3-hydroxy-phenyl)-3-(2-fluoro-6-trifluoromethyl-benzyl)-2,6-dioxo-3,6-dihydro-2H-pyrimidin-1-yl]-1-phenyl-ethyl}-carbamic acid tert-butyl ester

4-{3-[(N-tert-butoxycarbonylpiperidin-3-yl)carbonylamino]phenyl}-2-chloro-6-morpholinopyrimidine

Refernces

• 1、 -. "(3-oxo)pyridazin-4-ylurea derivatives as PDE4 inhibitors". Page/Page column 30; 31. . Retrieved 2010/07/03.