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CS-W001157 4
Total: USD 88.00

1H-Pyrrolo[2,3-b]pyridin-6-amine

  • CAS No. 145901-11-7

  • Cat. No. CS-W019627
  • Purity≥96%
  • MDL No.MFCD08272224

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

1H-Pyrrolo[2,3-b]pyridin-6-amine|CS-W019627

Structure of 145901-11-7

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General Information

  • CAS No. 145901-11-7
  • Cat. No. CS-W019627
  • Purity ≥96%
  • MDL No. MFCD08272224
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₇N₃
  • Molecular Weight 133.15
  • Synonym(s) 6-NITRO-1H-PYRROLO[2,3-B]PYRIDINE
  • SMILES NC1=CC=C2C(NC=C2)=N1

Description

1H-Pyrrolo[2,3-b]pyridin-6-amine features a fused heterocyclic core with a strategically positioned amine group enabling direct functionalization. This scaffold integrates readily into kinase inhibitors and bioactive molecules due to its planar structure and hydrogen-bonding capacity. The compound exhibits favorable solubility in polar solvents and stability under standard bench conditions, facilitating use in medicinal chemistry workflows.

Application

1H-Pyrrolo[2,3-b]pyridin-6-amine serves as a versatile heterocyclic building block in medicinal chemistry, enabling the synthesis of kinase inhibitors and other bioactive scaffolds. Its electron-rich pyrrolopyridine core exhibits favorable reactivity in cross-coupling and electrophilic substitution reactions, with excellent bench stability and compatibility with common protecting group strategies.

Synthesis

  • Route1

    References

    • US2011/256064 A1, ;
  • Route2
    • null|null
      1230788-48-3
    • ~55%
    • In-stock
      1H-Pyrrolo[2,3-b]pyridin-6-amine|CS-W019627
      145901-11-7

    References

    • AC IMMUNE S.A.; KROTH, Heiko; HAMEL, Cotinica; BENDERITTER, Pascal; FROESTL, Wolfgang; SREENIVASACHARY, Nampally; MUHS, Andreas Patent: WO2011/128455 A1, 2011 ; Location in patent: Page/Page column 86 ; WO 2011/128455 A1
  • Route3

    References

    • Minakata, Satoshi; Itoh, Shinobu; Komatsu, Mitsuo; Ohshiro, Yoshiki Bulletin of the Chemical Society of Japan, 1992 , vol. 65, # 11 p. 2992 - 2997

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

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Computational Chemistry Data

  • TPSA   54.7
  • LogP   1.1451
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   0

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