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1-(2-bromopropanoyl)indoline, a synthetic organic compound with the molecular formula C13H14BrNO, belongs to the class of indole derivatives. It features a bromine atom attached to the carbon chain, providing unique structural properties that make it a promising candidate for various applications in medicinal chemistry, drug discovery, organic synthesis, and material science.

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  • 17133-51-6 Structure
  • Basic information

    1. Product Name: 1-(2-bromopropanoyl)indoline
    2. Synonyms: 1-(2-bromopropanoyl)indoline
    3. CAS NO:17133-51-6
    4. Molecular Formula: C11H12BrNO
    5. Molecular Weight: 254.12308
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 17133-51-6.mol
  • Chemical Properties

    1. Melting Point: 142 °C
    2. Boiling Point: 399.1±35.0 °C(Predicted)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.486±0.06 g/cm3(Predicted)
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. PKA: 0.93±0.20(Predicted)
    10. CAS DataBase Reference: 1-(2-bromopropanoyl)indoline(CAS DataBase Reference)
    11. NIST Chemistry Reference: 1-(2-bromopropanoyl)indoline(17133-51-6)
    12. EPA Substance Registry System: 1-(2-bromopropanoyl)indoline(17133-51-6)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: IRRITANT
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 17133-51-6(Hazardous Substances Data)

17133-51-6 Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
1-(2-bromopropanoyl)indoline is utilized as an intermediate in the synthesis of various pharmaceuticals and agrochemicals. Its unique structural properties contribute to the development of new drugs and agrochemical products, enhancing their efficacy and performance.
Used in Medicinal Chemistry and Drug Discovery:
Due to its structural properties, 1-(2-bromopropanoyl)indoline has potential applications in the field of medicinal chemistry and drug discovery. It can be used to develop new compounds with specific therapeutic effects, contributing to the advancement of medical treatments.
Used in Organic Synthesis and Material Science:
1-(2-bromopropanoyl)indoline may also have potential uses in the field of organic synthesis and material science. Its unique structure can be employed to create new materials with specific properties, making it a versatile and valuable chemical compound for various industrial and research applications.

Check Digit Verification of cas no

The CAS Registry Mumber 17133-51-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,7,1,3 and 3 respectively; the second part has 2 digits, 5 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 17133-51:
(7*1)+(6*7)+(5*1)+(4*3)+(3*3)+(2*5)+(1*1)=86
86 % 10 = 6
So 17133-51-6 is a valid CAS Registry Number.

17133-51-6Relevant articles and documents

Enantioconvergent Cu-Catalyzed Radical C-N Coupling of Racemic Secondary Alkyl Halides to Access α-Chiral Primary Amines

Cheng, Jiang-Tao,Dong, Xiao-Yang,Gu, Qiang-Shuai,Li, Zhong-Liang,Liu, Juan,Liu, Xin-Yuan,Luan, Cheng,Wang, Fu-Li,Wang, Li-Lei,Yang, Ning-Yuan,Zhang, Yu-Feng

supporting information, p. 15413 - 15419 (2021/09/30)

α-Chiral alkyl primary amines are virtually universal synthetic precursors for all other α-chiral N-containing compounds ubiquitous in biological, pharmaceutical, and material sciences. The enantioselective amination of common alkyl halides with ammonia is appealing for potential rapid access to α-chiral primary amines, but has hitherto remained rare due to the multifaceted difficulties in using ammonia and the underdeveloped C(sp3)-N coupling. Here we demonstrate sulfoximines as excellent ammonia surrogates for enantioconvergent radical C-N coupling with diverse racemic secondary alkyl halides (>60 examples) by copper catalysis under mild thermal conditions. The reaction efficiently provides highly enantioenrichedN-alkyl sulfoximines (up to 99% yield and >99% ee) featuring secondary benzyl, propargyl, α-carbonyl alkyl, and α-cyano alkyl stereocenters. In addition, we have converted the masked α-chiral primary amines thus obtained to various synthetic building blocks, ligands, and drugs possessing α-chiral N-functionalities, such as carbamate, carboxylamide, secondary and tertiary amine, and oxazoline, with commonly seen α-substitution patterns. These results shine light on the potential of enantioconvergent radical cross-coupling as a general chiral carbon-heteroatom formation strategy.

A Chemoselective α-Oxytriflation Enables the Direct Asymmetric Arylation of Amides

Li, Jing,Berger, Martin,Zawodny, Wojciech,Simaan, Marwan,Maulide, Nuno

, p. 1883 - 1891 (2019/07/08)

Until recently, the direct oxidative oxysulfonylation of carbonyl compounds was limited to ketones. Here, we report the first direct oxytriflation of simple, non-activated amides. Amide umpolung with triflic anhydride and pyridine-N-oxide in the absence of external nucleophiles directly leads to the formation of reactive α-triflates in a single step, which provides a platform for the deployment of valuable downstream α-functionalization reactions. The utility of this method was demonstrated by in situ clean conversion to their corresponding bromides, as desirable starting materials for nickel-catalyzed deracemizing enantioselective arylation. This approach not only enables a telescoped asymmetric arylation of unsubstituted amides but also extends its scope because of the broad chemoselectivity and functional group tolerance of the method. Amides bearing a functional group in α-position are found in many natural products and drugs. The direct α-functionalization of amides is one of the most popular approaches to access these moieties. Classically, the α-functionalization of amides has been dominated by enolate chemistry; however, carboxamides are among the least C-H acidic carbonyl derivatives, and the presence of further carbonyl or carboxyl groups (such as esters and ketones) is therefore not usually tolerated. Here, we report the first direct α-oxytriflation of simple, non-activated amides using triflic anhydride and pyridine-N-oxide in the absence of external nucleophiles, which provides a platform for the deployment of valuable downstream α-functionalization reactions. The utility of this method was demonstrated by in situ clean conversion to the corresponding bromides, which are valuable starting materials for nickel-catalyzed deracemizing enantioselective arylation. A direct and chemoselective α-oxytriflation of simple and non-activated amides has been developed. This approach provides a platform for the development of valuable downstream α-functionalization reactions of amides. Furthermore, the combination of α-oxytriflation of amides and nickel-catalyzed Suzuki reaction provides an efficient approach for direct asymmetric α-arylation of simple amides.

Nickel-Catalyzed Asymmetric C-Alkylation of Nitroalkanes: Synthesis of Enantioenriched β-Nitroamides

Devannah, Vijayarajan,Sharma, Rajgopal,Watson, Donald A.

supporting information, p. 8436 - 8440 (2019/06/13)

A general catalytic method for asymmetric C-alkylation of nitroalkanes using nickel catalysis is described. This method enables the formation of highly enantioenriched β-nitroamides from readily available α-bromoamides using mild reaction conditions that are compatible with a wide range of functional groups. When combined with subsequent reactions, this method allows access to highly enantioenriched products with nitrogen-bearing fully substituted carbon centers.

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