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Methyl 2-oxo-2,3-dihydro-1H-pyrrolo[3,2-b]pyridine-5-carboxylate

  • CAS No. 1190311-14-8

  • Cat. No. CS-0187479
  • Molecule weight192.17
  • Purity≥98%
  • MDL No.None

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

Methyl 2-oxo-2,3-dihydro-1H-pyrrolo[3,2-b]pyridine-5-carboxylate|CS-0187479

Structure of 1190311-14-8

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General Information

  • CAS No. 1190311-14-8
  • Cat. No. CS-0187479
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₈N₂O₃
  • Molecular Weight 192.17
  • Synonym(s) 4-Aza-2-oxindole-5-carboxylic acid methyl ester
  • SMILES O=C(C1=CC=C(NC(C2)=O)C2=N1)OC

Description

Methyl 2-oxo-2,3-dihydro-1H-pyrrolo[3,2-b]pyridine-5-carboxylate features a fused bicyclic core with a carbonyl at the 2-position and an ester handle at C5, enabling direct functionalization. This bench-stable heterocycle integrates readily into synthetic sequences requiring electron-deficient pyrrolopyridine scaffolds for medicinal chemistry applications.

Application

Methyl 2-oxo-2,3-dihydro-1H-pyrrolo[3,2-b]pyridine-5-carboxylate serves as a versatile heterocyclic building block for medicinal chemistry and synthetic organic applications. Its pyrrolo[3,2-b]pyridine core enables efficient functionalization at C5 via nucleophilic substitution or metal-catalyzed coupling. The methyl ester group facilitates downstream derivatization, while the ketone functionality supports enolate formation and conjugate addition reactions. Bench-stable and readily purified by column chromatography, it functions effectively in standard synthetic workflows requiring orthogonally reactive handles.

Safety Information

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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   68.29
  • LogP   0.3628
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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