Production Method 1

271-63-6

598-21-0

90929-73-0

Reaction Conditions

1.1 Catalysts: Aluminum chloride Solvents: Dichloromethane ;  rt; reflux
1.2 Solvents: Dichloromethane ;  reflux; 40 min, reflux
1.3 Solvents: Water ;  cooled

Reference

Synthesis and Antitumor Activity of 3-(2-Phenyl-1,3-thiazol-4-yl)-1H-indoles and 3-(2-Phenyl-1,3-thiazol-4-yl)-1H-7-azaindoles

Diana, Patrizia; Carbone, Anna; Barraja, Paola; Montalbano, Alessandra; Parrino, Barbara; et al, ChemMedChem, 2011, 6(7), 1300-1309

Production Method 2

271-63-6

598-21-0

90929-73-0

Reaction Conditions

1.1 Catalysts: Aluminum chloride Solvents: Dichloromethane ;  50 °C

Reference

ROCK inhibitors 3: Design, synthesis and structure-activity relationships of 7-azaindole-based Rho kinase (ROCK) inhibitors

Bandarage, Upul K.; Cao, Jingrong; Come, Jon H.; Court, John J.; Gao, Huai; et al, Bioorganic & Medicinal Chemistry Letters, 2018, 28(15), 2622-2626

Production Method 3

271-63-6

598-21-0

90929-73-0

Reaction Conditions

1.1 Reagents: Aluminum chloride Solvents: Dichloromethane ;  0 °C; 10 h, reflux
1.2 Reagents: Sodium bicarbonate Solvents: Water

Reference

Design, synthesis, and biological evaluation of urea-based ROCK2 inhibitors

Wang, Linan; Qi, Junhui; Fan, Meixia; Yao, Lei, Chemical Biology & Drug Design, 2021, 98(6), 969-978

Production Method 4

271-63-6

598-21-0

90929-73-0

Reaction Conditions

1.1 Catalysts: Aluminum chloride Solvents: Dichloromethane ;  40 min, reflux

Reference

Synthesis and antitumor activity of new thiazole nortopsentin analogs

Spano, Virginia; Attanzio, Alessandro; Cascioferro, Stella ; Carbone, Anna; Montalbano, Alessandra; et al, Marine Drugs, 2016, 14(12), 226/1-226/18

Production Method 5

271-63-6

598-21-0

90929-73-0

Reaction Conditions

1.1 Catalysts: Aluminum chloride Solvents: Dichloromethane ;  rt; reflux
1.2 Solvents: Dichloromethane ;  reflux; 40 min, reflux

Reference

Synthesis and antiproliferative activity of thiazolyl-bis-pyrrolo[2,3-b]pyridines and indolyl-thiazolyl-pyrrolo[2,3-c]pyridines, nortopsentin analogues

Carbone, Anna; Parrino, Barbara; Di Vita, Gloria; Attanzio, Alessandro; Spano, Virginia; et al, Marine Drugs, 2015, 13(1), 460-492

Production Method 6

271-63-6

598-21-0

90929-73-0

Reaction Conditions

1.1 Reagents: Aluminum chloride Solvents: Dichloromethane ;  40 min, reflux

Reference

Novel 1H-Pyrrolo[2,3-b]pyridine Derivative Nortopsentin Analogues: Synthesis and Antitumor Activity in Peritoneal Mesothelioma Experimental Models

Carbone, Anna; Pennati, Marzia; Parrino, Barbara; Lopergolo, Alessia; Barraja, Paola; et al, Journal of Medicinal Chemistry, 2013, 56(17), 7060-7072

Production Method 7

271-63-6

598-21-0

90929-73-0

Reaction Conditions

Reference

Reactivity of 1H-pyrrolo[2,3-b]pyridine. II. Synthesis of 3-(β-haloethyl)-7-azaindole

Galvez, C.; Viladoms, P., Journal of Heterocyclic Chemistry, 1984, 21(2), 421-3

Production Method 8

271-63-6

90929-73-0

Reaction Conditions

Reference

Synthesis, antitumor activity and CDK1 inhibition of new thiazole nortopsentin analogues

Parrino, Barbara; Attanzio, Alessandro; Spano, Virginia; Cascioferro, Stella; Montalbano, Alessandra; et al, European Journal of Medicinal Chemistry, 2017, 138, 371-383

2-Bromo-1-(1h-pyrrolo2,3-bpyridin-3-yl)ethanone Raw materials

• 1H-pyrrolo[2,3-b]pyridine
• 2-BROMOACETYL BROMIDE

2-Bromo-1-(1h-pyrrolo2,3-bpyridin-3-yl)ethanone Preparation Products

• 2-Bromo-1-(1h-pyrrolo2,3-bpyridin-3-yl)ethanone (90929-73-0)

• 1. An ionic liquid-mesoporous silica blend as a novel adsorbent for the adsorption and recovery of palladium ions, and its applications in continuous flow study and as an industrial catalyst?
  Shivani Sharma,Chia-Ming Wu,Ranjit T. Koodali,N. Rajesh RSC Adv., 2016,6, 26668-26678
• 2. An amphoteric reactivity of a mixed-valent bis(μ-oxo)dimanganese(iii,iv) complex acting as an electrophile and a nucleophile?
  Muniyandi Sankaralingam,So Hyun Jeon,Yong-Min Lee,Mi Sook Seo,Wonwoo Nam Dalton Trans., 2016,45, 376-383
• 3. An integrated chip for immunofluorescence and its application to analyze lysosomal storage disorders
  Jie Shen,Ying Zhou,Tu Lu,Junya Peng,Zhixiang Lin,Yuhong Pang,Li Yu Lab Chip, 2012,12, 317-324
• 4. Aggregation dynamics, structure, and mechanical properties of bigels
  L. Di Michele,D. Fiocco,F. Varrato,E. Eiser,G. Foffi Soft Matter, 2014,10, 3633-3648
• 5. Achieving high-efficiency purely organic room-temperature phosphorescence materials by boronic ester substitution of phenoxathiine?
  Mengke Li,Xinyi Cai,Zhenyang Qiao,Wentao Xie,Liangying Wang,Nan Zheng,Shi-Jian Su Chem. Commun., 2019,55, 7215-7218

• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyrrolopyridines Pyrrolopyridines
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Pyrrolopyridines

2-Bromo-1-(1H-Pyrrolo[2,3-b]Pyridin-3-Yl)Ethanone: A Comprehensive Overview

The compound 2-Bromo-1-(1H-Pyrrolo[2,3-b]Pyridin-3-Yl)Ethanone, identified by the CAS Registry Number 90929-73-0, is a significant molecule in the field of organic chemistry. This compound belongs to the class of heterocyclic compounds, specifically featuring a pyrrolopyridine ring system. The structure of this molecule is characterized by a bromine atom attached to a ketone group, which is further connected to a pyrrolopyridine moiety. This unique combination of functional groups and ring systems makes it an interesting subject for both academic research and industrial applications.

Recent studies have highlighted the potential of 2-Bromo-1-(1H-Pyrrolo[2,3-b]Pyridin-3-Yl)Ethanone in various fields. For instance, researchers have explored its role in drug discovery, particularly in the development of bioactive molecules with potential therapeutic applications. The presence of the pyrrolopyridine ring system is known to confer significant biological activity, making this compound a valuable starting material for synthesizing novel pharmaceutical agents.

In addition to its pharmacological relevance, this compound has also been studied for its electronic properties. The conjugated system within the pyrrolopyridine ring allows for efficient electron delocalization, which is advantageous in materials science applications such as organic electronics. Recent advancements in this area have demonstrated the potential of similar compounds in creating lightweight and flexible electronic devices.

The synthesis of 2-Bromo-1-(1H-Pyrrolo[2,3-b]Pyridin-3-Yl)Ethanone involves a series of well-established organic reactions. The process typically begins with the preparation of the pyrrolopyridine ring system through cyclization reactions, followed by functionalization with the bromoketone group. Researchers have optimized these synthetic routes to achieve higher yields and better purity, ensuring that the compound is readily available for further studies.

From an analytical standpoint, this compound has been thoroughly characterized using modern spectroscopic techniques such as NMR and mass spectrometry. These analyses have confirmed its molecular structure and provided insights into its stability under various conditions. Such information is crucial for both laboratory use and industrial scale-up.

In conclusion, 2-Bromo-1-(1H-Pyrrolo[2,3-b]Pyridin-3-Yl)Ethanone (CAS No. 90929-73-0) stands out as a versatile molecule with promising applications across multiple disciplines. Its unique chemical structure and favorable properties make it an invaluable tool for researchers and industry professionals alike. As ongoing studies continue to uncover new potentials for this compound, its significance in the scientific community is expected to grow further.

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