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3-bromo-1H-pyrrolo[3,2-b]pyridine is a heterocyclic organic compound characterized by the molecular formula C8H6BrN. It features a pyridine and pyrrole ring fused together, with a bromine atom attached to the pyridine ring. 3-bromo-1H-pyrrolo[3,2-b]pyridine is known for its versatile reactivity and is commonly utilized as a building block in the synthesis of pharmaceuticals and other organic chemicals.

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  • 23688-47-3 Structure
  • Basic information

    1. Product Name: 3-bromo-1H-pyrrolo[3,2-b]pyridine
    2. Synonyms: 3-bromo-1H-pyrrolo[3,2-b]pyridine;3-BROMO-4-AZAINDOLE
    3. CAS NO:23688-47-3
    4. Molecular Formula: C7H5BrN2
    5. Molecular Weight: 197.04
    6. EINECS: N/A
    7. Product Categories: Azaindole;Building Blocks;Heterocycle-Pyridine series
    8. Mol File: 23688-47-3.mol
  • Chemical Properties

    1. Melting Point: 232-238 °C
    2. Boiling Point: 346.3°C at 760 mmHg
    3. Flash Point: 163.2°C
    4. Appearance: /
    5. Density: 1.77g/cm3
    6. Vapor Pressure: 0.000117mmHg at 25°C
    7. Refractive Index: 1.727
    8. Storage Temp.: 2-8°C(protect from light)
    9. Solubility: N/A
    10. PKA: 12.99±0.40(Predicted)
    11. CAS DataBase Reference: 3-bromo-1H-pyrrolo[3,2-b]pyridine(CAS DataBase Reference)
    12. NIST Chemistry Reference: 3-bromo-1H-pyrrolo[3,2-b]pyridine(23688-47-3)
    13. EPA Substance Registry System: 3-bromo-1H-pyrrolo[3,2-b]pyridine(23688-47-3)
  • 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: 23688-47-3(Hazardous Substances Data)

23688-47-3 Usage

Uses

Used in Pharmaceutical Industry:
3-bromo-1H-pyrrolo[3,2-b]pyridine is used as a key intermediate in the synthesis of various pharmaceuticals due to its unique structure and reactivity. Its presence in the molecular framework allows for the development of new drugs with potential therapeutic applications.
Used in Organic Chemistry:
3-bromo-1H-pyrrolo[3,2-b]pyridine is used as a versatile building block in organic chemistry for the synthesis of complex organic molecules. Its reactivity and the presence of the bromine atom make it a valuable reagent for further functionalization, enabling the customization of its properties for specific applications.
Used in Antibacterial and Antifungal Applications:
3-bromo-1H-pyrrolo[3,2-b]pyridine has been studied for its potential antibacterial and antifungal properties. Its unique structure and reactivity may contribute to the development of new antimicrobial agents to combat resistant strains of bacteria and fungi.
Used in Material Science:
3-bromo-1H-pyrrolo[3,2-b]pyridine is used in the development of new materials such as liquid crystals. Its unique molecular structure and properties make it a promising candidate for the creation of advanced materials with specific characteristics and applications in various industries.
Used in Chemical Industry:
The presence of the bromine atom in 3-bromo-1H-pyrrolo[3,2-b]pyridine makes it a useful reagent for further functionalization in the chemical industry. This allows for the modification of its properties to suit various applications, enhancing its utility in the synthesis of other organic compounds and materials.

Check Digit Verification of cas no

The CAS Registry Mumber 23688-47-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,3,6,8 and 8 respectively; the second part has 2 digits, 4 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 23688-47:
(7*2)+(6*3)+(5*6)+(4*8)+(3*8)+(2*4)+(1*7)=133
133 % 10 = 3
So 23688-47-3 is a valid CAS Registry Number.
InChI:InChI=1/C7H5BrN2/c8-5-4-10-6-2-1-3-9-7(5)6/h1-4,10H

23688-47-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-bromo-1H-pyrrolo[3,2-b]pyridine

1.2 Other means of identification

Product number -
Other names 3-Bromo-1h-pyrrolo[3,2-b]pyridine

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:23688-47-3 SDS

23688-47-3Upstream product

23688-47-3Relevant articles and documents

Aryl halide and synthesis method and application thereof

-

Paragraph 0112-0114, (2020/06/02)

The invention discloses a synthesis method of aryl halides (including aryl bromide shown as a formula (2) and aryl iodide shown as a formula (3)). All the systems are carried out in an air atmosphere,visible light is utilized to excite a substrate or a photosensitizer to catalyze the reaction; and in a reaction solvent, when aromatic hydrocarbon shown in the formula (1) and sodium bromide serve as raw materials, aryl bromide shown in the formula (2) is obtained through a reaction under the auxiliary action of an additive (protonic acid); or when aromatic hydrocarbon shown in the formula (1) and sodium iodide are used as raw materials, under the auxiliary action of an additive (protonic acid), aryl iodide shown in the formula (3) is obtained through reaction. The synthesis method has the advantages of cheap and accessible raw materials, simple reaction operation and mild reaction conditions. The method is compatible with the arylamine which is liable to be oxidized. The invention provides a new method for the synthesis of aryl halides, realizes the amplification of basic chemicals aryl halides including aryl bromide shown in the formula (2) and aryl iodide shown in the formula (3),and has wide application prospect and practical value.

Visible-light-promoted oxidative halogenation of (hetero)arenes

Jiang, Xuefeng,Li, Yiming,Lu, Lingling

supporting information, p. 5989 - 5994 (2020/10/18)

Organic halides are critical building blocks that participate in various cross-coupling reactions. Furthermore, they widely exist as natural products and artificial molecules in drugs with important physiological activities. Although halogenation has been well studied, to the best of our knowledge, studies focussing on sensitive systems (e.g.aryl amines) have not been reported. Herein, we describe a compatible oxidative halogenation of (hetero)arenes with air as the oxidant and halide ions as halide sources under ambient conditions (visible light, air, aqueous system, room temperature, and normal pressure). Moreover, this protocol is practically feasible for gram-scale synthesis, showing potential for industrial application.

2-ARYLAMINO PYRIDINE, PYRIDINE OR TRIAZINE DERIVATIVE, PREPARATION METHOD AND USE THEREOF

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Paragraph 0156, (2018/07/29)

The present disclosure relates to 2-arylamino pyridine, pyrimidine, or triazine derivatives, and the preparation method and use thereof. The 2-arylamino pyridine, pyrimidine, or triazine derivatives may act on certain mutated forms of epidermal growth fac

Design, synthesis and pharmacological evaluation of novel polycyclic heteroarene ethers as PDE10A inhibitors: Part II

Das, Sanjib,Shelke, Dnyaneshwar E.,Harde, Rajendra L.,Avhad, Vijayshree B.,Khairatkar-Joshi, Neelima,Gullapalli, Srinivas,Gupta, Praveen K.,Gandhi, Maulik N.,Bhateja, Deepak K.,Bajpai, Malini,Joshi, Ashwini A.,Marathe, Megha Y.,Gudi, Girish S.,Jadhav, Satyawan B.,Mahat, Mahamad Yunnus A.,Thomas, Abraham

supporting information, p. 3238 - 3242 (2014/07/22)

We report the design and synthesis of novel pyrrolo[3,2-b]quinoline containing heteroarene ethers as PDE10A inhibitors with good to excellent potency, selectivity and metabolic stability. Further optimization of this primary series resulted in the identif

4-AZAINDOLE BISPHOSPHONATES

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Page/Page column 28, (2010/04/25)

Novel 4-azaindole bisphosphonate compounds are disclosed, as well as methods of preparing the compounds, pharmaceutical compositions including the compounds, and administration of the compounds in methods of treating abnormal calcium and phosphate metabolism, including bone and joint diseases and other disorders.

AZAINDOLE DERIVATIVES WITH A COMBINATION OF PARTIAL NICOTINIC ACETYL-CHOLINE RECEPTOR AGONISM AND DOPAMINE REUPTAKE INHIBITION

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Page/Page column 26, (2008/06/13)

Azaindole derivatives of formula (I): wherein the symbols have the meanings given in the specification, are described. These compounds have a combination of partial nicotinic acetylcholine receptor agonism and dopamine reuptake inhibition. The invention also relates to pharmaceutical compositions containing these compounds, to methods for preparing them, methods for preparing novel intermediates useful for their synthesis, methods for preparing compositions, and uses of such compounds and compositions, for example, their use in administering them to patients to achieve a therapeutic effect in disorders in which nicotinic receptors and/or dopamine transporters are involved, or that can be treated via manipulation of those receptors

HETEROCYCLIC COMPOUNDS AND THEIR USE AS PESTICIDES

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Page/Page column 24, (2009/01/20)

The invention relates to compounds of the general formula (I), wherein R1, Q, Z and m have the meanings given in the claims, and optionally the enantiomers thereof. The active ingredients have advantageous pesticidal properties. They are especi

Practical regioselective bromination of azaindoles and diazaindoles

Gallou, Fabrice,Reeves, Jonathan T.,Tan, Zhulin,Song, Jinhua J.,Yee, Nathan K.,Harcken, Christian,Liu, Pingrong,Thomson, David,Senanayake, Chris H.

, p. 211 - 214 (2007/10/03)

A mild and efficient synthesis of various 3-brominated azaindoles and diazaindoles was developed by regioselective halogenation of the parent systems. This practical and high-yielding transformation was achieved with copper(II) bromide in acetonitrile at

Novel non-nucleoside inhibitors of human immunodeficiency virus type 1 reverse transcriptase. 6. 2-Indol-3-yl- and 2-azaindol-3-yl- dipyridodiazepinones

Kelly,McNeil,Rose,David,Shih,Grob

, p. 2430 - 2433 (2007/10/03)

Modification of the non-nucleoside inhibitor of HIV-1 reverse transcriptase nevirapine (Viramune) by incorporation of a 2-indolyl substituent confers activity against several mutant forms of the enzyme.

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