4-Amino-2-chlorophenylboronic acid, pinacol ester

Base Information

• Chemical Name: 4-Amino-2-chlorophenylboronic acid, pinacol ester
• CAS No.: 877160-63-9
• Molecular Formula: C12H17 B Cl N O2
• Molecular Weight: 253.536
• Hs Code.: 2934999090
• Mol file: 877160-63-9.mol

Synonyms:[3-Chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]amine;

Chemical Property of 4-Amino-2-chlorophenylboronic acid, pinacol ester

Chemical Property:

• Vapor Pressure: 8.3E-06mmHg at 25°C
• Refractive Index: 1.53
• Boiling Point: 374.5°C at 760 mmHg
• PKA: 3.17±0.10(Predicted)
• Flash Point: 180.3°C
• PSA: 44.48000
• Density: 1.15g/cm³
• LogP: 2.80260
• Storage Temp.: Keep in dark place,Sealed in dry,Store in freezer, under -20°C

Purity/Quality:

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

4-Amino-2-chlorophenylboronic acid pinacol ester ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Amino-2-chlorophenylboronic acid, pinacol ester

There total 5 articles about 4-Amino-2-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: 70.0%

2-(2-chloro-4-nitrophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1426804-80-9) → 3-chloro-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)aniline (877160-63-9)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In methanol; at 20 ℃; for 4h; under 760.051 Torr;

DOI:10.1021/jo402618r

Reference yield: 54.3%

4-bromo-3-chloroaniline (21402-26-6) + bis(pinacol)diborane (73183-34-3) → 3-chloro-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)aniline (877160-63-9)

Guidance literature:

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; for 1h; Microwave irradiation; Inert atmosphere; Heating;

Reference yield: 50.0%

→ 3-chloro-4-(4,4,5,5-tetramethyl-1 ,3,2-dioxaborolan-2-yl)aniline (877160-63-9)

Guidance literature:

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In dimethyl sulfoxide; at 85 ℃; for 4.5h; Inert atmosphere;

upstream raw materials:

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

bis(pinacol)diborane

2-Chloro-4-nitroaniline

4-bromo-3-chloroaniline

Refernces

• 1、 -. "PERK INHIBITING PYRROLOPYRIMIDINE COMPOUNDS". Paragraph 0136; 0137; 0138. . Retrieved 2021/03/05.
• 2、 -. "PERK INHIBITING PYRROLOPYRIMIDINE COMPOUNDS TO TREAT VIRAL INFECTIONS". Page/Page column 54-56. . Retrieved 2021/11/20.