475102-15-9

Basic information

• Product Name: 1-Boc-5-Cyanoindole-2-boronic acid
• Synonyms: 5-CYANO-1-TERT-BUTOXYCARBONYLINDOLE-2-BORONIC ACID;5-CYANOINDOLE-2-BORONIC ACID, BOC PROTECTED;1-BOC-5-CYANO-1H-INDOLE-2-BORONIC ACID;1-BOC-5-CYANO-2-INDOLEBORONIC ACID;1-BOC-5-CYANOINDOLE-2-BORONIC ACID;N-TERT-BUTOXYCARBONYL-5-CYANO-1H-INDOLE-2-BORONIC ACID;1-Boc-5-cyano-1H-indole-2-bornic acid;5-Cyano-1H-indole-2-boronic acid, N-BOC protected
• CAS NO: 475102-15-9
• Molecular Formula: C₁₄H₁₅BN₂O₄
• Molecular Weight: 286.09
• Product Categories: BORONICACID;blocks;BoronicAcids;Carboxes;IndolesOxindoles
• Mol File: 475102-15-9.mol
• Article Data: 1

Chemical Properties

• Melting Point: 260-270
• Boiling Point: 509.1 °C at 760 mmHg
• Flash Point: 261.7 °C
• Appearance: /
• Density: 1.21 g/cm³
• Vapor Pressure: 3.46E-11mmHg at 25°C
• Refractive Index: 1.566
• Storage Temp.: Keep Cold
• CAS DataBase Reference: 1-Boc-5-Cyanoindole-2-boronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Boc-5-Cyanoindole-2-boronic acid(475102-15-9)
• EPA Substance Registry System: 1-Boc-5-Cyanoindole-2-boronic acid(475102-15-9)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 475102-15-9(Hazardous Substances Data)

Usage

General Description

1-Boc-5-Cyanoindole-2-boronic acid is a chemical compound with the molecular formula C14H15BN2O4. It is a boronic acid derivative of 5-cyanoindole, a compound found in certain natural products and pharmaceuticals. The presence of a Boc (tert-butoxycarbonyl) protecting group on the nitrogen atom and a boronic acid group on the indole ring makes this compound useful in synthetic organic chemistry, particularly as a building block for the synthesis of pharmaceuticals and agrochemicals. It has also shown potential as a ligand for transition metal-catalyzed cross-coupling reactions, making it a valuable tool for the construction of complex organic molecules. Overall, 1-Boc-5-cyanoindole-2-boronic acid has important applications in the field of medicinal chemistry and organic synthesis.

InChI:InChI=1/C14H15BN2O4/c1-14(2,3)21-13(18)17-11-5-4-9(8-16)6-10(11)7-12(17)15(19)20/h4-7,19-20H,1-3H3

Upstream product

• 475102-10-4 1-(tert-butoxycarbonyl)-1H-indole-5-carbonitrile 

Downstream Products

• 944707-83-9 C₂₉H₂₇N₃O₄S 
• 1137644-34-8 tert-butyl 5-cyano-2-phenyl-1H-indole-1-carboxylate 
• 1186403-15-5 C₂₁H₁₇N₃O₂ 
• 1137644-27-9 tert-butyl 5-cyano-2-(3,5-dichlorophenyl)-1H-indole-1-carboxylate 
• 1420206-01-4 C₂₆H₂₄FN₅O₃ 

Relevant articles and documents

Novel indole derivatives, preparation thereof as medicinal products and pharmaceutical compositions, and especially as KDR inhibitors

The invention relates to compounds of formula (I): in which R1 represents pyrazolyl or indazolyl, R2 and R3 especially represent H, halogen, hydroxyl, nitro, cyano, R4, —OR4, —COR4, —OC(═O)R4, —C(═O)OR4, —C(═O)OH, —N(R5)C(═O)R4, —N(R5)C(═O)OR4, —S(O)nR4, —S(O)nOR4, —N(R5)SO2R4, —NY1Y2, —C(═O)NY1Y2, —N(R5)C(═O)NY1Y2, —S(O)nNY1Y2 and —OC(═O)NY1Y2, R4 especially represents alkyl, alkenyl, cycloalkyl, aryl, heteroaryl and heterocycloalkyl, R5 especially represents H, alkyl, alkenyl, cycloalkyl, heterocycloalkyl, aryl and heteroaryl, Y1 and Y2 especially represent H, alkyl, alkenyl, cycloalkyl, heterocycloalkyl, aryl, arylcarboxyl, heteroaryl and heteroarylcarboxy, which are optionally substituted, or Y1 and Y2 form with N an amino ring, n represents 0 to 2, all these radicals being optionally substituted, these products being in all the isomeric forms and the salts, as medicinal products, especially as KDR inhibitors.