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1H-Pyrrolo[2,3-b]pyridine, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)is a heterocyclic chemical compound with a pyrrolopyridine ring system and a boron-containing substituent. It is widely used in the field of organic chemistry for its potential applications in the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals. The boron-containing group in 1H-Pyrrolo[2,3-b]pyridine, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- is particularly useful for cross-coupling reactions and functional group transformations, making it a valuable tool for chemical synthesis. Additionally, 1H-Pyrrolo[2,3-b]pyridine, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)- has been studied for its potential biological activities and has shown promise in certain medicinal chemistry applications. Overall, 1H-Pyrrolo[2,3-b]pyridine, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)is a versatile and valuable compound in organic chemistry with a wide range of potential uses.

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  • 3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)-1H-PYRROLO[2,3-B]PYRIDINE

    Cas No: 945256-29-1

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  • 945256-29-1 Structure
  • Basic information

    1. Product Name: 1H-Pyrrolo[2,3-b]pyridine, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-
    2. Synonyms: 1H-Pyrrolo[2,3-b]pyridine, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-;3-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine;7-Azaindole-3-Boronic Acid Pinacol Ester;3-(tetraMethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine;1H-Pyrrolo[2,3-b]pyridine-3-boronic acid pinacol ester
    3. CAS NO:945256-29-1
    4. Molecular Formula: C13H17BN2O2
    5. Molecular Weight: 244.1
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 945256-29-1.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 405.7°C at 760 mmHg
    3. Flash Point: 199.2°C
    4. Appearance: /
    5. Density: 1.15g/cm3
    6. Vapor Pressure: 2.01E-06mmHg at 25°C
    7. Refractive Index: 1.563
    8. Storage Temp.: 2-8°C
    9. Solubility: N/A
    10. CAS DataBase Reference: 1H-Pyrrolo[2,3-b]pyridine, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-(CAS DataBase Reference)
    11. NIST Chemistry Reference: 1H-Pyrrolo[2,3-b]pyridine, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-(945256-29-1)
    12. EPA Substance Registry System: 1H-Pyrrolo[2,3-b]pyridine, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-(945256-29-1)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 945256-29-1(Hazardous Substances Data)

945256-29-1 Usage

Uses

Used in Pharmaceutical Industry:
1H-Pyrrolo[2,3-b]pyridine, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)is used as a building block in the synthesis of pharmaceuticals for its potential biological activities and applications in medicinal chemistry.
Used in Agrochemical Industry:
1H-Pyrrolo[2,3-b]pyridine, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)is used as a key intermediate in the synthesis of agrochemicals, contributing to the development of new and effective crop protection agents.
Used in Fine Chemicals Industry:
1H-Pyrrolo[2,3-b]pyridine, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)is used as a versatile compound in the synthesis of various fine chemicals, including specialty materials and advanced chemical intermediates.
Used in Organic Chemistry Research:
1H-Pyrrolo[2,3-b]pyridine, 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)is used as a valuable tool in organic chemistry research for its potential applications in cross-coupling reactions and functional group transformations, enabling the development of new synthetic methods and strategies.

Check Digit Verification of cas no

The CAS Registry Mumber 945256-29-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 9,4,5,2,5 and 6 respectively; the second part has 2 digits, 2 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 945256-29:
(8*9)+(7*4)+(6*5)+(5*2)+(4*5)+(3*6)+(2*2)+(1*9)=191
191 % 10 = 1
So 945256-29-1 is a valid CAS Registry Number.
InChI:InChI=1/C13H17BN2O2/c1-12(2)13(3,4)18-14(17-12)10-8-16-11-9(10)6-5-7-15-11/h5-8H,1-4H3,(H,15,16)

945256-29-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrrolo[2,3-b]pyridine

1.2 Other means of identification

Product number -
Other names 1H-PYRROLO[2,3-B]PYRIDINE,3-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL)

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:945256-29-1 SDS

945256-29-1Relevant articles and documents

IMPROVED PROCESS FOR PREPARING BORYL 7-AZAINDOLE COMPOUNDS

-

Page/Page column 22, (2016/12/22)

The present disclosure relates to an improved process for the preparation of 3-boryl substituted azaindole compounds in high yields and high selectivity. Such azaindole compounds may be used as intermediates to form compounds with cytotoxic, anticancer, and antiviral activities.

Iridium-catalyzed C-H borylation of heteroarenes: Scope, regioselectivity, application to late-stage functionalization, and mechanism

Larsen, Matthew A.,Hartwig, John F.

supporting information, p. 4287 - 4299 (2014/04/03)

A study on the iridium-catalyzed C-H borylation of heteroarenes is reported. Several heteroarenes containing multiple heteroatoms were found to be amenable to C-H borylation catalyzed by the combination of an iridium(I) precursor and tetramethylphenanthroline. The investigations of the scope of the reaction led to the development of powerful rules for predicting the regioselectivity of borylation, foremost of which is that borylation occurs distal to nitrogen atoms. One-pot functionalizations are reported of the heteroaryl boronate esters formed in situ, demonstrating the usefulness of the reported methodology for the synthesis of complex heteroaryl structures. Application of this methodology to the synthesis and late-stage functionalization of biologically active compounds is also demonstrated. Mechanistic studies show that basic heteroarenes can bind to the catalyst and alter the resting state from the olefin-bound complex observed during arene borylation to a species containing a bound heteroarene, leading to catalyst deactivation. Studies on the origins of the observed regioselectivity show that borylation occurs distal to N-H bonds due to rapid N-H borylation, creating an unfavorable steric environment for borylation adjacent to these bonds. Computational studies and mechanistic studies show that the lack of observable borylation of C-H bonds adjacent to basic nitrogen is not the result of coordination to a bulky Lewis acid prior to C-H activation, but the combination of a higher-energy pathway for the borylation of these bonds relative to other C-H bonds and the instability of the products formed from borylation adjacent to basic nitrogen.

A traceless directing group for C - H borylation

Preshlock, Sean M.,Plattner, Donald L.,Maligres, Peter E.,Krska, Shane W.,Maleczka Jr., Robert E.,Smith III, Milton R.

supporting information, p. 12915 - 12919 (2014/01/06)

Not a trace: Borylation of the nitrogen in nitrogen heterocycles or anilines provides a traceless directing group for subsequent catalytic C - H borylation. Selectivities that previously required Boc protection can be achieved; furthermore, the NBpin directing group can be installed and removed in situ, and product yields are substantially higher. Boc=tert-butoxycarbonyl, pin=pinacolato. Copyright

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