4-Aminocarbonylphenylboronic acid

Base Information

• Chemical Name: 4-Aminocarbonylphenylboronic acid
• CAS No.: 123088-59-5
• Molecular Formula: C7H8BNO3
• Molecular Weight: 164.956
• Hs Code.: 29310095
• European Community (EC) Number: 627-202-7
• DSSTox Substance ID: DTXSID10372260
• Nikkaji Number: J1.616.145D
• Wikidata: Q72515164
• ChEMBL ID: CHEMBL328052
• Mol file: 123088-59-5.mol

Synonyms:123088-59-5;4-Aminocarbonylphenylboronic acid;4-Carbamoylphenylboronic acid;(4-carbamoylphenyl)boronic Acid;benzamide-4-boronic acid;4-carbamoylbenzeneboronic acid;4-(Aminocarbonyl)Phenylboronic Acid;MFCD03411940;Boronic acid, [4-(aminocarbonyl)phenyl]-;(4-AMINOCARBONYLPHENYL)BORONIC ACID;4-Carbamoylphenylboronicacid;p-(aminocarbonyl)phenylboronic acid;4-(Dihydroxyboryl)benzamide;4-(dihydroxyboranyl)benzamide;SCHEMBL104764;4-carbamoylphenyl boronic acid;CHEMBL328052;4- carbamoyl phenylboronic acid;4-carbamoyl-phenyl boronic acid;4-carboxamide-phenylboronic acid;DTXSID10372260;4-aminocarbonylphenyl boronic acid;GNRHNKBJNUVWFZ-UHFFFAOYSA-N;(4-carbamoyl-phenyl)-boronic acid;4-aminocarbonyl phenyl boronic acid;4-aminocarbonyl-phenyl boronic acid;STR07959;BBL103462;STL557272;[4-(aminocarbonyl)phenyl]boronic acid;4-(aminocarbonyl)-phenyl boronic acid;AKOS005254356;CS-W000808;SB75798;NCGC00249504-01;AC-30996;SY024633;AM20050282;Boronic acid, B-[4-(aminocarbonyl)phenyl]-;C2570;FT-0605422;EN300-316838;J-514423;Z1171974289

Chemical Property of 4-Aminocarbonylphenylboronic acid

Chemical Property:

• Appearance/Colour: White to Tan
• Vapor Pressure: 1.32E-07mmHg at 25°C
• Melting Point: 242-252 °C
• Refractive Index: 1.585
• Boiling Point: 414.3 °C at 760 mmHg
• PKA: 7.87±0.10(Predicted)
• Flash Point: 204.4 °C
• PSA: 83.55000
• Density: 1.32 g/cm³
• LogP: -0.83440
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 165.0597233
• Heavy Atom Count: 12
• Complexity: 166

Purity/Quality:

99% ^*data from raw suppliers

4-Aminocarbonylphenylboronic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,C,Xn
• Hazard Codes: C,Xi,Xn
• Statements: 36/37/38-22-20/21/22
• Safety Statements: 26-36/37/39-36-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: B(C1=CC=C(C=C1)C(=O)N)(O)O
• Uses: Reactant involved in:Suzuki-Miyaura, Sonogashira and Buchwald-Hartwig cross-coupling reactions for the synthesis of substituted pyrene derivativesSuzuki-Miyaura reactions for the synthesis of aryl-substituted oxabenzindoles and methanobenzindoles or 2-aminoimidazole triazolesThree-component coupling with triflates and alkenesReactant involved in synthesis of biologically active molecules including:Hybrid peptidomimetic molecules as STAT3 protein inhibitorsVasopressin V1B receptor antagonists for use as antidepressants oand anxiolytics(Thienopyridine)caboxamides as CHK1 inhibitors suzuki reaction

Technology Process of 4-Aminocarbonylphenylboronic acid

There total 2 articles about 4-Aminocarbonylphenylboronic 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: 74.0%

→ 4-carbamoylphenylboronic acid (123088-59-5)

Guidance literature:

Reference yield:

4-carboxyphenylboronic acid (14047-29-1) → 4-carbamoylphenylboronic acid (123088-59-5)

Guidance literature:

With thionyl chloride; ammonia; In sodium hydrogencarbonate;

Reference yield: 99.0%

tert-butyl 2-[(1R)-5-bromo-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]nonane-7-carboxylate (1314319-10-2) + 4-carbamoylphenylboronic acid (123088-59-5) → tert-butyl 2-[(R)-5-(4-carbamoylphenyl)-2,3-dihydro-1H-inden-1-yl]-2,7-diazaspiro[3.5]nonane-7-carboxylate (1334785-10-2)

Guidance literature:

With trisodium tris(3-sulfophenyl)phosphine; palladium diacetate; diisopropylamine; In water; acetonitrile; at 90 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.tetlet.2012.09.047

upstream raw materials:

4-carboxyphenylboronic acid

Downstream raw materials:

4-(5-formyl-furan-2-yl)-benzamide

Refernces

• 1、 -. "METHOD FOR THE PRODUCTION OF BORONIC ACIDS CARRYING CYANOALKYL, CARBOXYL AND AMINOCARBONYL GROUPS AND THEIR DERIVATIVES". Page/Page column 5. . Retrieved 2009/12/05.
• 2、 -. "Substituted phenyl derivatives, their preparation and use". . . Retrieved 2008/06/13.