4-Amino-3-chlorophenylboronic acid, pinacol ester

Base Information

• Chemical Name: 4-Amino-3-chlorophenylboronic acid, pinacol ester
• CAS No.: 721960-43-6
• Molecular Formula: C12H17BClNO2
• Molecular Weight: 253.536
• Hs Code.: 2934999090
• Mol file: 721960-43-6.mol

Synonyms:2-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline;

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

Chemical Property:

• Boiling Point: 360.3±32.0 °C(Predicted)
• PKA: 2.29±0.10(Predicted)
• PSA: 44.48000
• Density: 1.15±0.1 g/cm3(Predicted)
• LogP: 2.80260
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

97% ^*data from raw suppliers

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

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

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

There total 10 articles about 4-Amino-3-chlorophenylboronic 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: 74.0%

2-chloro-4-iodoaniline (42016-93-3) + bis(pinacol)diborane (73183-34-3) → 2‐chloro‐4‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)aniline (721960-43-6)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 90 ℃; for 12h; Inert atmosphere;

DOI:10.1016/j.ejmech.2021.113497

Reference yield: 63.0%

2-chloro-4-bromoaniline (38762-41-3) + bis(pinacol)diborane (73183-34-3) → 2‐chloro‐4‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)aniline (721960-43-6)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 100 ℃; for 6h;

Reference yield: 50.0%

2-chloro-4-bromoaniline (38762-41-3) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2‐chloro‐4‐(4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolan‐2‐yl)aniline (721960-43-6)

Guidance literature:

2-chloro-4-bromoaniline; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; With triethylamine; In 1,4-dioxane; for 0.5h;

(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; dichloromethane; at 100 ℃; for 20h;

upstream raw materials:

2-chloro-4-bromoaniline

4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane

bis(pinacol)diborane

o-chloroaniline

Downstream raw materials:

N-{2-chloro-4-[1-(4-chloro-benzyl)-4-oxo-1,4-dihydro-thieno[3,2-d]pyrimidin-6-yl]-phenyl}-4-hydroxy-butyramide

pyridine-2-carboxylic acid {2-chloro-4-[1-(4-chloro-benzyl)-4-oxo-1,4-dihydro-thieno[3,2-d]pyrimidin-6-yl]-phenyl}-amide

6-(4-amino-3-chloro-phenyl)-1-(4-chloro-benzyl)-1H-thieno[3,2-d]pyrimidin-4-one

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