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CS-W001157 4
Total: USD 88.00

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

  • CAS No. 824-51-1

  • Cat. No. CS-B0515
  • Purity≥95%
  • MDL No.MFCD06659664

*For research and further manufacturing use only, not for direct human use.

6-Methyl-1H-pyrrolo[2,3-b]pyridine|CS-B0515

Structure of 824-51-1

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General Information

  • CAS No. 824-51-1
  • Cat. No. CS-B0515
  • Purity ≥95%
  • MDL No. MFCD06659664
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₈N₂
  • Molecular Weight 132.16
  • Synonym(s) 6-Methyl-7-azaindole
  • SMILES CC1=CC=C2C(NC=C2)=N1

Description

6-Methyl-1H-pyrrolo[2,3-b]pyridine is a bench-stable heterocyclic scaffold featuring a fused pyrrole-pyridine core with a methyl group at the 6-position. This electron-rich system integrates readily into synthetic routes for pharmaceutical intermediates and functional materials, offering enhanced solubility and predictable reactivity under standard conditions.

Application

6-Methyl-1H-pyrrolo[2,3-b]pyridine serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to bioactive scaffolds. Its fused tricyclic structure exhibits favorable stability and compatibility with standard coupling reactions, facilitating functionalization at multiple sites. The methyl group enhances metabolic stability and provides a handle for further derivatization, making it valuable in the synthesis of kinase inhibitors and CNS-targeted compounds.

Synthesis

  • Route1
    • null|null
      823-96-1
    • In-stock
      6-Chloro-7-azaindole|CS-B0094
      55052-27-2
    • ~66%
    • In-stock
      6-Methyl-1H-pyrrolo[2,3-b]pyridine|CS-B0515
      824-51-1

    References

    • Almirall, S.A.; Vidal Juan, Bernat; Alonso Diez, Juan Antonio; Buil Albero, María Antonia; Eastwood, Paul Robert; Esteve Trias, Cristina; Lozoya Toribio, María Estrella; Roberts, Richard Spurring; Vidal Gispert, Laura Patent: EP2548876 A1, 2013 ; Location in patent: Paragraph 0442-0445 ; EP 2548876 A1
  • Route2
    • 6-Methyl-1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridine|CS-0005108
      896722-51-3
    • ~77%
    • In-stock
      6-Methyl-1H-pyrrolo[2,3-b]pyridine|CS-B0515
      824-51-1

    References

    • Tung, Yen-Shih; Coumar, Mohane Selvaraj; Wu, Yu-Shan; Shiao, Hui-Yi; Chang, Jang-Yang; Liou, Jing-Ping; Shukla, Paritosh; Chang, Chun-Wei; Chang, Chi-Yen; Kuo, Ching-Chuan; Yeh, Teng-Kuang; Lin, Chin-Yu; Wu, Jian-Sung; Wu, Su-Ying; Liao, Chun-Chen; Hsieh, Hsing-Pang Journal of Medicinal Chemistry, 2011 , vol. 54, # 8 p. 3076 - 3080
  • Route3
    • null|null
      1346151-47-0
    • ~91%
    • In-stock
      6-Methyl-1H-pyrrolo[2,3-b]pyridine|CS-B0515
      824-51-1

    References

    • The University of Tokyo; Riken; NAGANO Tetsuo; OKABE Takayoshi; KOJIMA Hirotatsu; SAITO Nae; NAKANO Hirofumi; ABE Masanao; TANAKA Akiko; HONMA Teruki; YOKOYAMA Shigeyuki; TSUGANEZAWA Keiko; YUKI Hitomi Patent: EP2565192 A1, 2013 ; Location in patent: Paragraph 0289 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   28.68
  • LogP   1.87132
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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