3-Iodo-5-methyl-1H-pyrrolo[2,3-b]pyridine

Name: 3-Iodo-5-methyl-1H-pyrrolo[2,3-b]pyridine
Brand: ChemScene
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CAS No. 1138443-83-0
Cat. No. CS-0041378
Purity≥97%
MDL No.MFCD11857743

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3-Iodo-5-methyl-1H-pyrrolo[2,3-b]pyridine|CS-0041378

Structure of 1138443-83-0

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General Information

CAS No. 1138443-83-0
Cat. No. CS-0041378
Purity ≥97%
MDL No. MFCD11857743
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₇IN₂
Molecular Weight 258.06
Synonym(s) 3-Iodo-5-methyl-7-azaindole
SMILES CC1=CC2=C(NC=C2I)N=C1

Description

3-Iodo-5-methyl-1H-pyrrolo[2,3-b]pyridine features a sterically accessible iodine handle at the 3-position, enabling efficient cross-coupling transformations. The electron-deficient pyrrolo[2,3-b]pyridine core pairs with the methyl group at C5 to deliver enhanced reactivity in Pd-catalyzed processes, facilitating rapid access to functionalized heterocycles under standard conditions.

Application

3-Iodo-5-methyl-1H-pyrrolo[2,3-b]pyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its stable iodo functionality. The methyl group enhances solubility and modulates electronic properties, while the fused pyrrolopyridine core provides a rigid, planar scaffold suitable for targeted heterocycle synthesis. Its bench stability and compatibility with standard coupling conditions facilitate efficient access to complex molecular architectures.

Synthesis

Route1
- 918523-66-7
- ~%
- In-stock
  
  1138443-83-0
References
- US2011/263595 A1, ; Page/Page column 78-79 ; US 20110263595 A1

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 28.68
LogP 2.47592
H_Acceptors 1
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Key Words

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3-Iodo-5-methyl-1H-pyrrolo[2,3-b]pyridine

CAS No. 1138443-83-0

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