213318-44-6

Basic information

• Product Name: N-Boc-indole-2-boronic acid
• Synonyms: CBI-BB ZERO/004903;AKOS BRN-0155;1-(TERT-BUTOXYCARBONYL)INDOLE-2-BORONIC ACID;1-T-BUTOXYCARBONYLINDOLE-2-BORONIC ACID;1-(TERT-BUTOXYCARBONYL)-1H-INDOL-2-YLBORONIC ACID;1-N-TERT-BUTOXYCARBONYLINDOLE-2-BORONIC ACID;1-(N-BOC)-INDOLE-2-BORONIC ACID;1-BOC-2-INDOLEBORONIC ACID
• CAS NO: 213318-44-6
• Molecular Formula: C₁₃H₁₆BNO₄
• Molecular Weight: 261.08
• EINECS: -0
• Product Categories: blocks;BoronicAcids;IndolesOxindoles;Boronic acids;Boronic acid;Indole;Organoborons
• Mol File: 213318-44-6.mol
• Article Data: 15

Chemical Properties

• Melting Point: 100 °C
• Boiling Point: 443.5 °C at 760 mmHg
• Flash Point: 222 °C
• Appearance: White to light yellow crystal powder
• Density: 1.17 g/cm³
• Vapor Pressure: 1.2E-08mmHg at 25°C
• Refractive Index: 1.544
• Storage Temp.: Keep Cold
• PKA: 8.12±0.30(Predicted)
• BRN: 8148683
• CAS DataBase Reference: N-Boc-indole-2-boronic acid(CAS DataBase Reference)
• NIST Chemistry Reference: N-Boc-indole-2-boronic acid(213318-44-6)
• EPA Substance Registry System: N-Boc-indole-2-boronic acid(213318-44-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-37/39-26
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 213318-44-6(Hazardous Substances Data)

Usage

Chemical Properties

White to light yellow crystal powde

Uses

Reactant involved in: Suzuki-Miyaura cross-coupling reactionsCopper-catalyzed trifluoromethylationPalladium-catalyzed benzylationHomocoupling reactions

General Description

May contain varying amounts of anhydride

InChI:InChI=1/C13H16BNO4/c1-13(2,3)19-12(16)15-10-7-5-4-6-9(10)8-11(15)14(17)18/h4-8,17-18H,1-3H3

Upstream product

• 75400-67-8 indole-1-carboxylic acid tert-butyl ester 
• 120-72-9 indole 
• 24424-99-5 di-tert-butyl dicarbonate 
• 768-66-1 2,2,6,6-tetramethyl-piperidine 
• 5419-55-6 Triisopropyl borate 

Downstream Products

• 290331-74-7 tert-Butyl 2-(3-methyl-2-pyridyl)-1H-indole-1-carboxylate 
• 803712-70-1 tert-butyl 2-(5-formyl-4-methoxy-1H-pyrrol-2-yl)-1H-indole-1-carboxylate 
• 903596-45-2 2-(3-benzenesulfonylamino-4-chloro-phenyl)-indole-1-carboxylic acid tert-butyl ester 
• 917966-86-0 2-(4-methoxy-2-nitrophenyl)-1H-indole 
• 928822-82-6 tert-butyl 2-(2-fluoro-5-phenylpyridin-3-yl)-1H-indole-1-carboxylate 
• 944707-76-0 C₂₈H₂₈N₂O₄S 
• 944707-77-1 C₂₈H₂₈N₂O₄S 
• 944708-06-9 C₂₈H₂₈N₂O₄S 
• 944708-07-0 C₂₈H₂₈N₂O₄S 
• 944708-08-1 C₂₈H₂₈N₂O₄S 
• 1033391-26-2 tert-butyl 2-(5-formyl-4-methoxy-1H-pyrrol-2-yl)-1H-indole-1-carboxylate 
• 1095343-62-6 methyl 2-[1-(tert-butoxycarbonyl)-1H-indol-2-yl]benzoate 
• 1187841-21-9 diethyl 2-(2-((1-(tert-butoxycarbonyl)-1H-indol-2-yl)methyl)benzylidene)malonate 

Relevant articles and documents

NEW COMPOUND HAVING FGFR INHIBITORY ACTIVITY AND PREPARATION AND APPLICATION THEREOF

The present invention relates to a new compound having an FGFR inhibitory activity and preparation and application thereof. In particular, the compound according to the present invention has a structure as shown in formula I, wherein each group and substituent are as defined in the description. Also disclosed in the present invention are a preparation method for the compound and a use thereof in preparation of a drug for treating and/or preventing a tumor-related disease and/or an FGFR-related disease.

Potassium [1-(tert-butoxycarbonyl)-1H-indol-2-yl]trifluoroborate as an efficient building block in palladium-catalyzed Suzuki-Miyaura cross couplings

Potassium [1-(tert-butoxycarbonyl)-1H-indol-2-yl]trifluoroborate (1) was used in Suzuki-type coupling reactions. First, the best coupling conditions were assessed using bromobenzene as the electrophile. Then, 1 was successfully coupled with various aryl a

Combined directed ortho and remote metalation-suzuki cross-coupling strategies. Efficient synthesis of heteroaryl-fused benzopyranones from biaryl O-carbamates

(Chemical Equation Presented) A concise synthesis of heteroaryl dibenzopyranones 9a,b, 10a,b, 11a-c, and 12a-c has been achieved by the LDA-induced migration of heterobiaryl O-carbamates 18, 21, 25, and 30 which, in turn, were prepared in good yield using