3-Amino-4-fluorophenylboronic acid, pinacol ester

Base Information

• Chemical Name: 3-Amino-4-fluorophenylboronic acid, pinacol ester
• CAS No.: 1003575-43-6
• Molecular Formula: C12H17BFNO2
• Molecular Weight: 237.082
• Hs Code.: 2934999090
• Mol file: 1003575-43-6.mol

Synonyms:3-Amino-4-fluorophenylboronic acid, pinacol ester

Chemical Property of 3-Amino-4-fluorophenylboronic acid, pinacol ester

Chemical Property:

• Melting Point: 54.0-55.1 °C
• Boiling Point: 336.8±32.0 °C(Predicted)
• PKA: 3.19±0.10(Predicted)
• PSA: 44.48000
• Density: 1.11±0.1 g/cm3(Predicted)
• LogP: 2.28830
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

98% ^*data from raw suppliers

3-Amino-4-fluorophenylboronic acid, pinacol ester ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-Amino-4-fluorophenylboronic Acid Pinacol Ester is used as a reactant in preparation of LY3009120 as pan-RAF inhibitor with activity against BRAF or RAS mutant tumor cells.

Technology Process of 3-Amino-4-fluorophenylboronic acid, pinacol ester

There total 6 articles about 3-Amino-4-fluorophenylboronic acid, pinacol ester 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: 100.0%

2-(4-fluoro-3-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1218791-09-3) → 2-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (1003575-43-6)

Guidance literature:

With hydrogen; 1% Pd/C; In ethyl acetate; for 2h; under 2585.81 Torr; Inert atmosphere;

Reference yield: 100.0%

5-bromo-2-fluoroaniline (2924-09-6) + bis(pinacol)diborane (73183-34-3) → 2-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (1003575-43-6)

Guidance literature:

With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In N,N-dimethyl-formamide; at 100 ℃; for 2h; Inert atmosphere;

Reference yield: 81.0%

5-chloro-2-fluoroaniline (2106-05-0) + bis(pinacol)diborane (73183-34-3) → 2-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (1003575-43-6)

Guidance literature:

With tris(trimethylphosphine)nickel(II) chloride; (2,2,2-trifluoroethoxy)trimethylsilane; cesium fluoride; In tetrahydrofuran; at 100 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ol202267t

upstream raw materials:

2-(4-fluoro-3-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

5-chloro-2-fluoroaniline

bis(pinacol)diborane

5-bromo-2-fluoroaniline

Downstream raw materials:

1-[2-fluoro-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-3-(4-chlorophenyl)-urea

prop-1-en-2-yl (2-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbamate

1-(3,3-dimethylbutyl)-3-(2-fluoro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)urea

tert-butyl 5-(5-chloro-2-fluoropyridin-4-yl)-2-fluorophenylcarbamate