214360-73-3 4-Aminophenylboronic Acid Pinacol Ester

214360-73-3 4-Aminophenylboronic Acid Pinacol Ester

4-Aminophenylboronic acid pinacol ester Basic information 4-Aminophenylboronic acid pinacol ester Chemical Properties Safety Information 4-Aminophenylboronic acid pinacol ester Usage And Synthesis 4-Aminophenylboronic acid pinacol ester Preparation Products And Raw materials Upstream information...
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Product Details

4-Aminophenylboronic acid pinacol ester Basic information

Product Name:

4-Aminophenylboronic    acid pinacol ester

Synonyms:

2-(4-AMINOPHENYL)-4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLANE;4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)ANILINE;4-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-Y)ANILINE;4-AMINOPHENYLBORONIC ACID PINACOLATE;4-AMINOPHENYLBORONIC ACID PINACOL CYCLIC ESTER;4-AMINOPHENYLBORONIC ACID PINACOL ESTER;(4-AMINOPHENYL)BORONIC ACID, PINACOL ESTER, HCL;(4-AMINOPHENYL)BORONIC ACID PINACOL ESTER HYDROCHLORIDE

CAS:

214360-73-3

MF:

C12H18BNO2

MW:

219.09

EINECS:

1308068-626-2

Product Categories:

Boron compounds;Substituted Boronic Acids;Boronic Acid;B (Classes of Boron Compounds);Boronic Acids Esters;CHIRAL CHEMICALS;organic or inorganic borate

Mol File:

214360-73-3.mol

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4-Aminophenylboronic acid pinacol ester Chemical Properties

Melting point 

165-169 °C(lit.)

storage temp. 

Refrigerator (+4°C)

form 

Crystalline Powder

color 

Almost white to light beige

Appearance:

almost white to light beige    crystalline powder

Density:

1.05g/cm3

Boiling    Point:

340ºC at 760mmHg

Flash    Point:

159.4ºC

Refractive Index:

1.516

Water Solubility:

Insoluble

Storage Condition:

Refrigerator (+4ºC)

Vapor Pressure:

8.87E-05mmHg at 25°C

Water Solubility 

Insoluble

CAS DataBase Reference

214360-73-3(CAS    DataBase Reference)


Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-37/39

WGK Germany 

3

Hazard Note 

Irritant

HazardClass 

IRRITANT

hazard declaration:

H315; H319; H335

waring notice:

P261; P305 + P351 + P338

HS Code:

2931900090


4-Aminophenylboronic acid pinacol ester Usage And Synthesis

Chemical Properties

almost white to light beige crystalline powder

Description

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenylamine is a building block that has been used in the preparation of benzothiazolyl actimide fused quinazoline derivatives with antimycobaterial and anticancer activity.

Uses

suzuki reaction

Intermediate as

1197160-78-3 Gedatolisib (PF-05212384, PKI-587), 796967-16-3 Linifanib (ABT-869),1173204-81-3 PKI-402, 1062169-56-5 WYE-354, 1144068-46-1 WYE-125132 (WYE-132),959122-11-3 A 922500, 885692-52-4 JNJ-28312141
     

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Synthesis route

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Reference:

Journal of Organic Chemistry, , vol. 79, # 5    p. 1979 - 1988

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Reference:

Synlett, , # 8 p. 1204 - 1206
Tetrahedron Letters, ,    vol. 50, # 22 p. 2649 - 2652
Journal of Polymer    Science, Part A: Polymer Chemistry, , vol. 49, # 15 p. 3355 - 3365
Journal of Organic    Chemistry, , vol. 79, # 5 p. 1979 - 1988
Medicinal Chemistry    Research, , vol. 22, # 1 p. 367 - 381  

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Reference:

European Journal of Organic Chemistry, , # 28    p. 6263 - 6266
Central European    Journal of Chemistry, , vol. 8, # 4 p. 725 - 731


4-Aminophenylboronic acid pinacol ester Preparation Products And Raw materials


Raw materials

Triethylamine-->1,4-Dioxane-->Palladium    diacetate-->4-Bromoaniline-->(OXYDI-2,1-PHENYLENE)BIS(DIPHENYLPHOSPHINE)-->Pinacolborane



Upstream information

2,6-dichloro-9-propan-2-ylpurine; Triisopropyl Borate; Ethanol; 4-Nitroaniline; t-Butoxycarbonylglycine; 4-Iodoaniline; acetyl chloride; 2,2,2-trifluoro-N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]acetamide; 4-Aminophenylboronic acid pinacol ester; 3,5-Dichloro-4-Pyridinecarbonitrile;


Downtream information

4-(4-aminophenyl)benzoic acid; 4-pyridin-2-ylaniline; (1R,2R)-2-[4-[4-(phenylcarbamoylamino)phenyl]benzoyl]cyclopentane-1-carboxylic acid; 2-(4-Aminophenyl)-6-methylbenzothiazole; Boric acid, pinacol ester; 3-(4-aminophenyl)imidazo[1,2-a]pyrazin-8-amine; tert-butyl 4-(4-aminophenyl)-3,6-dihydro-2H-pyridine-1-carboxylate; 3-(4-aminophenyl)thieno[3,2-c]pyridin-4-amine; 4-Aminophenylboronic acid pinacol ester; (4-aminophenyl)boronic acid


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