Production Method 1

823-96-1

849068-50-4

824-51-1

Reaction Conditions

1.1 Reagents: Potassium carbonate Catalysts: Dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II) dichloromethane addu… Solvents: 1,4-Dioxane ;  18 h, 120 °C
1.2 Reagents: Sodium hydroxide Solvents: Methanol ;  2 h, rt

Reference

Structure-activity relationships (SAR) and structure-kinetic relationships (SKR) of bicyclic heteroaromatic acetic acids as potent CRTh2 antagonists II: Lead optimization

Alonso, Juan Antonio; et al, Bioorganic & Medicinal Chemistry Letters, 2014, 24(21), 5123-5126

Production Method 2

896722-50-2

5158-46-3

824-51-1

Reaction Conditions

1.1 Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Tetrahydrofuran ;  40 h, reflux
2.1 Reagents: Sodium hydroxide Solvents: Ethanol ,  Water ;  8 h, reflux

Reference

Scaffold-hopping strategy: synthesis and biological evaluation of 5,6-fused bicyclic heteroaromatics to identify orally bioavailable anticancer agents

Tung, Yen-Shih; et al, Journal of Medicinal Chemistry, 2011, 54(8), 3076-3080

Production Method 3

271-63-6

824-51-1

Reaction Conditions

1.1 Reagents: m-Chloroperbenzoic acid Solvents: Ethyl acetate ;  rt; 2 h, rt
2.1 Reagents: Benzoyl chloride ,  Hexamethyldisilazane Solvents: Toluene ;  2 h, rt
2.2 Reagents: Sodium hydroxide Solvents: Methanol ,  Water ;  rt; overnight, rt
3.1 Reagents: Sodium hydroxide Catalysts: Tetrabutylammonium hydrogen sulfate Solvents: Dichloromethane ,  Water ;  0 °C; 8 h, rt
3.2 Solvents: Water ;  rt
4.1 Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Tetrahydrofuran ;  rt → 80 °C; 48 h, 80 °C
5.1 Reagents: Sodium hydroxide Solvents: Ethanol ,  Water ;  10 h, rt → reflux

Reference

Synthesis of novel 7-azaindole derivatives containing pyridin-3-ylmethyl dithiocarbamate moiety as potent PKM2 activators and PKM2 nucleus translocation inhibitors

Liu, Bin; et al, European Journal of Medicinal Chemistry, 2019, 170, 1-15

Production Method 4

55052-24-9

824-51-1

Reaction Conditions

1.1 Reagents: Benzoyl chloride ,  Hexamethyldisilazane Solvents: Toluene ;  2 h, rt
1.2 Reagents: Sodium hydroxide Solvents: Methanol ,  Water ;  rt; overnight, rt
2.1 Reagents: Sodium hydroxide Catalysts: Tetrabutylammonium hydrogen sulfate Solvents: Dichloromethane ,  Water ;  0 °C; 8 h, rt
2.2 Solvents: Water ;  rt
3.1 Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Tetrahydrofuran ;  rt → 80 °C; 48 h, 80 °C
4.1 Reagents: Sodium hydroxide Solvents: Ethanol ,  Water ;  10 h, rt → reflux

Reference

Synthesis of novel 7-azaindole derivatives containing pyridin-3-ylmethyl dithiocarbamate moiety as potent PKM2 activators and PKM2 nucleus translocation inhibitors

Liu, Bin; et al, European Journal of Medicinal Chemistry, 2019, 170, 1-15

Production Method 5

896722-51-3

824-51-1

Reaction Conditions

1.1 Reagents: Sodium hydroxide Solvents: Ethanol ,  Water ;  8 h, reflux

Reference

Scaffold-hopping strategy: synthesis and biological evaluation of 5,6-fused bicyclic heteroaromatics to identify orally bioavailable anticancer agents

Tung, Yen-Shih; et al, Journal of Medicinal Chemistry, 2011, 54(8), 3076-3080

Production Method 6

896722-51-3

824-51-1

Reaction Conditions

1.1 Reagents: Sodium hydroxide Solvents: Ethanol ,  Water ;  10 h, rt → reflux

Reference

Synthesis of novel 7-azaindole derivatives containing pyridin-3-ylmethyl dithiocarbamate moiety as potent PKM2 activators and PKM2 nucleus translocation inhibitors

Liu, Bin; et al, European Journal of Medicinal Chemistry, 2019, 170, 1-15

Production Method 7

823-96-1

143468-07-9

824-51-1

Reaction Conditions

1.1 Reagents: Potassium carbonate Catalysts: [1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium Solvents: 1,4-Dioxane ;  10 min, 140 °C

Reference

Design and Synthesis of Potent and Selective PIM Kinase Inhibitors by Targeting Unique Structure of ATP-Binding Pocket

Nakano, Hirofumi ; et al, ACS Medicinal Chemistry Letters, 2017, 8(5), 504-509

Production Method 8

178268-95-6

824-51-1

Reaction Conditions

Reference

The synthesis of 4-benzylamino-6-methyl-1H-pyrrolo[3,2-c]pyridine and 4-benzylamino-6-methyl-1H-pyrrolo[2,3-b]pyridine

Meade, Eric A.; et al, Journal of Heterocyclic Chemistry, 1996, 33(2), 303-308

Production Method 9

896722-50-2

5158-46-3

824-51-1

Reaction Conditions

1.1 Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Tetrahydrofuran ;  rt → 80 °C; 48 h, 80 °C
2.1 Reagents: Sodium hydroxide Solvents: Ethanol ,  Water ;  10 h, rt → reflux

Reference

Synthesis of novel 7-azaindole derivatives containing pyridin-3-ylmethyl dithiocarbamate moiety as potent PKM2 activators and PKM2 nucleus translocation inhibitors

Liu, Bin; et al, European Journal of Medicinal Chemistry, 2019, 170, 1-15

Production Method 10

55052-27-2

824-51-1

Reaction Conditions

1.1 Reagents: Sodium hydroxide Catalysts: Tetrabutylammonium hydrogen sulfate Solvents: Dichloromethane ,  Water ;  0 °C; 8 h, rt
1.2 Solvents: Water ;  rt
2.1 Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Tetrahydrofuran ;  rt → 80 °C; 48 h, 80 °C
3.1 Reagents: Sodium hydroxide Solvents: Ethanol ,  Water ;  10 h, rt → reflux

Reference

Synthesis of novel 7-azaindole derivatives containing pyridin-3-ylmethyl dithiocarbamate moiety as potent PKM2 activators and PKM2 nucleus translocation inhibitors

Liu, Bin; et al, European Journal of Medicinal Chemistry, 2019, 170, 1-15

Production Method 11

55052-27-2

824-51-1

Reaction Conditions

1.1 Reagents: Sodium hydroxide Catalysts: Tetrabutylammonium hydrogen sulfate Solvents: Dichloromethane ;  0 °C; 8 h, rt
1.2 Solvents: Methanol ;  1 h, reflux
2.1 Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Tetrahydrofuran ;  40 h, reflux
3.1 Reagents: Sodium hydroxide Solvents: Ethanol ,  Water ;  8 h, reflux

Reference

Scaffold-hopping strategy: synthesis and biological evaluation of 5,6-fused bicyclic heteroaromatics to identify orally bioavailable anticancer agents

Tung, Yen-Shih; et al, Journal of Medicinal Chemistry, 2011, 54(8), 3076-3080

Production Method 12

143468-07-9

824-51-1

Reaction Conditions

1.1 Reagents: Sodium hydroxide Solvents: Tetrahydrofuran ,  Water ;  16 h, rt
2.1 Reagents: Sodium hydroxide Catalysts: Tetrabutylammonium hydrogen sulfate Solvents: Dichloromethane ;  0 °C; 8 h, rt
2.2 Solvents: Methanol ;  1 h, reflux
3.1 Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Tetrahydrofuran ;  40 h, reflux
4.1 Reagents: Sodium hydroxide Solvents: Ethanol ,  Water ;  8 h, reflux

Reference

Scaffold-hopping strategy: synthesis and biological evaluation of 5,6-fused bicyclic heteroaromatics to identify orally bioavailable anticancer agents

Tung, Yen-Shih; et al, Journal of Medicinal Chemistry, 2011, 54(8), 3076-3080

Production Method 13

143468-11-5

824-51-1

Reaction Conditions

1.1 Reagents: Sodium hydroxide Solvents: Methanol ,  Water ;  rt; overnight, rt
2.1 Reagents: Sodium hydroxide Catalysts: Tetrabutylammonium hydrogen sulfate Solvents: Dichloromethane ,  Water ;  0 °C; 8 h, rt
2.2 Solvents: Water ;  rt
3.1 Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Tetrahydrofuran ;  rt → 80 °C; 48 h, 80 °C
4.1 Reagents: Sodium hydroxide Solvents: Ethanol ,  Water ;  10 h, rt → reflux

Reference

Synthesis of novel 7-azaindole derivatives containing pyridin-3-ylmethyl dithiocarbamate moiety as potent PKM2 activators and PKM2 nucleus translocation inhibitors

Liu, Bin; et al, European Journal of Medicinal Chemistry, 2019, 170, 1-15

Production Method 14

55052-24-9

824-51-1

Reaction Conditions

1.1 Reagents: Hexamethyldisilazane Solvents: Tetrahydrofuran ;  1 h, rt
2.1 Reagents: Sodium hydroxide Solvents: Tetrahydrofuran ,  Water ;  16 h, rt
3.1 Reagents: Sodium hydroxide Catalysts: Tetrabutylammonium hydrogen sulfate Solvents: Dichloromethane ;  0 °C; 8 h, rt
3.2 Solvents: Methanol ;  1 h, reflux
4.1 Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Tetrahydrofuran ;  40 h, reflux
5.1 Reagents: Sodium hydroxide Solvents: Ethanol ,  Water ;  8 h, reflux

Reference

Scaffold-hopping strategy: synthesis and biological evaluation of 5,6-fused bicyclic heteroaromatics to identify orally bioavailable anticancer agents

Tung, Yen-Shih; et al, Journal of Medicinal Chemistry, 2011, 54(8), 3076-3080

Production Method 15

55052-24-9

98-88-4

824-51-1

Reaction Conditions

1.1 Reagents: Hexamethyldisilazane Solvents: Toluene ;  2 h, rt
2.1 Reagents: Sodium hydroxide Solvents: Methanol ,  Water ;  rt; overnight, rt
3.1 Reagents: Sodium hydroxide Catalysts: Tetrabutylammonium hydrogen sulfate Solvents: Dichloromethane ,  Water ;  0 °C; 8 h, rt
3.2 Solvents: Water ;  rt
4.1 Catalysts: Tetrakis(triphenylphosphine)palladium Solvents: Tetrahydrofuran ;  rt → 80 °C; 48 h, 80 °C
5.1 Reagents: Sodium hydroxide Solvents: Ethanol ,  Water ;  10 h, rt → reflux

Reference

Synthesis of novel 7-azaindole derivatives containing pyridin-3-ylmethyl dithiocarbamate moiety as potent PKM2 activators and PKM2 nucleus translocation inhibitors

Liu, Bin; et al, European Journal of Medicinal Chemistry, 2019, 170, 1-15

6-Methyl-1H-pyrrolo[2,3-b]pyridine Raw materials

• 6-Methyl-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine
• 1-(benzenesulfonyl)-6-chloro-1H-pyrrolo[2,3-b]pyridine
• 6-Chloro-1H-pyrrolo[2,3-B]pyridine
• 1H-pyrrolo[2,3-b]pyridine
• Trimethylboroxin
• 7-oxido-1H-pyrrolo[2,3-b]pyridin-7-ium
• Benzoyl chloride
• Chloro(Methyl)Zinc
• (6-Chloro-1H-pyrrolo[2,3-b]pyridin-1-yl)(phenyl)methanone
• methyl 6-chloro-1H-pyrrolo2,3-bpyridine-1-carboxylate
• Methanimidamide, N'-(3,6-dimethyl-2-pyridinyl)-N-methyl-N-phenyl-, (E)-
• 6-Chloro-1-ethoxycarbonyl-7-azaindole

6-Methyl-1H-pyrrolo[2,3-b]pyridine Preparation Products

• 6-Methyl-1H-pyrrolo[2,3-b]pyridine (824-51-1)

• 1. Dissociative electron attachment to HGaF4 Lewis–Br?nsted superacid
  Marcin Czapla,Jack Simons Phys. Chem. Chem. Phys., 2018,20, 21739-21745
• 2. Fast-Track to Research Data Management in Experimental Material Science-Setting the Ground for Research Group Level Materials Digitalization.
  LarsBanko,AlfredLudwig
• 3. Elusive 2-aminofuran Diels–Alder substrates for a straightforward synthesis of polysubstituted anilines?
  Ana G. Neo,Ana Bornadiego,Jesús Díaz,Stefano Marcaccini,Carlos F. Marcos Org. Biomol. Chem., 2013,11, 6546-6555
• 4. Essential effect of the electrolyte on the mechanical and chemical degradation of LiNi0.8Co0.15Al0.05O2 cathodes upon long-term cycling??
  Xiaoming Liu,Zachary D. Hood,Wangda Li,Donovan N. Leonard,Arumugam Manthiram,Miaofang Chi J. Mater. Chem. A, 2021,9, 2111-2119
• 5. Emulsion technologies for multicellular tumour spheroid radiation assays?
  Kay S. McMillan,Anthony G. McCluskey,Annette Sorensen,Marie Boyd,Michele Zagnoni Analyst, 2016,141, 100-110

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

Market Research and Analysis of 6-Methyl-1H-pyrrolo[2,3-b]pyridine (CAS No. 824-51-1) in Chemical-Biological-Medical Fields

The compound 6-Methyl-1H-pyrrolo[2,3-b]pyridine, identified by the CAS number 824-51-1, has garnered significant attention in the chemical-biological-medical (CBM) sectors due to its unique structural properties and potential applications in drug discovery and development. This brief market research analysis aims to provide an overview of the current state of research, market demands, and future prospects for this compound.

Recent studies have highlighted the role of 6-Methyl-1H-pyrrolo[2,3-b]pyridine as a promising scaffold in the design of bioactive molecules. Its structural versatility allows for modifications that can target various biological pathways, making it a valuable asset in both academic research and industrial applications. The compound has been explored in preclinical studies for its potential anti-inflammatory, anticancer, and neuroprotective activities.

Market demand for 6-Methyl-1H-pyrrolo[2,3-b]pyridine is driven by its increasing use as an intermediate in pharmaceutical synthesis and as a tool compound in academic research. Global suppliers are actively catering to this demand by offering high-purity samples for both research and development purposes. Additionally, the growing interest in natural product-inspired drug design has further boosted the compound's market relevance.

To address the rising demand, key players in the CBM industry are investing in scalable synthesis methods to ensure a steady supply of this compound. Collaborative efforts between academic institutions and pharmaceutical companies are also being fostered to accelerate its translation into clinical applications.

In conclusion, 6-Methyl-1H-pyrrolo[2,3-b]pyridine (CAS No. 824-51-1) holds significant promise in advancing therapeutic interventions across multiple disease areas. As research continues to uncover its full potential, the market is expected to witness sustained growth driven by innovation and collaboration within the CBM sectors.

• 23612-48-8(2-Methyl-7-Azaindole)
• 28732-71-0(Pyrido[2,3-d]pyrimidine,4-methyl-)
• 14759-23-0(1,8-Naphthyridine, 2,5-dimethyl-)
• 1569-16-0(2-Methyl-1,8-naphthyridine)
• 119707-35-6(7H-Pyrrolo[2,3-d]pyrimidine,4,6-dimethyl-)
• 189882-33-5(1H-pyrrolo[2,3-b]pyridine-6-carbonitrile)
• 394223-03-1(1H-Pyrrolo[2,3-b]pyridine-2-carbaldehyde)
• 26786-73-2(6-Methyl-7H-pyrrolo[2,3-d]pyrimidine)
• 145901-16-2(6-ethynyl-1H-Pyrrolo[2,3-b]pyridine)
• 14903-78-7(2,7-dimethyl-1,8-Naphthyridine)