6-Chloro-1H-pyrrolo[2,3-b]pyridine-4-carboxylic acid

Name: 6-Chloro-1H-pyrrolo[2,3-b]pyridine-4-carboxylic acid
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 1167056-92-9
Cat. No. CS-0004481
Purity≥95%
MDL No.MFCD12405099

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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6-Chloro-1H-pyrrolo[2,3-b]pyridine-4-carboxylic acid|CS-0004481

Structure of 1167056-92-9

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General Information

CAS No. 1167056-92-9
Cat. No. CS-0004481
Purity ≥95%
MDL No. MFCD12405099
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₅ClN₂O₂
Molecular Weight 196.59
Synonym(s) 6-CHLORO-7-AZAINDOLE-4-CARBOXYLIC ACID
SMILES O=C(O)C1=C2C(NC=C2)=NC(Cl)=C1

Description

6-Chloro-1H-pyrrolo[2,3-b]pyridine-4-carboxylic acid features a fused heterocyclic core with orthogonal functional handles: a chloro group at C6 and a carboxylic acid at C4. This arrangement enables direct coupling or derivatization in medicinal chemistry campaigns, particularly for kinase inhibitors and bioactive scaffolds requiring precise electronic tuning and metabolic stability under standard bench conditions.

Application

6-Chloro-1H-pyrrolo[2,3-b]pyridine-4-carboxylic acid serves as a versatile building block for the synthesis of biologically active heterocycles, particularly in medicinal chemistry and agrochemical research. The carboxylic acid group enables direct coupling reactions, while the chloro substituent facilitates palladium-catalyzed cross-couplings. Its bench-stable nature and compatibility with standard functional group manipulations make it well-suited for modular synthesis workflows.

Synthesis

Route1
- In-stock
  
  1190312-37-8
- ~%
- In-stock
  
  1167056-92-9
References
- SANOFI-AVENTIS Patent: US2011/184015 A1, 2011 ; Location in patent: Page/Page column 24 ;
Route2
- In-stock
  
  351439-07-1
- ~%
- In-stock
  
  1167056-92-9
References
- SANOFI-AVENTIS Patent: US2011/184015 A1, 2011 ;

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-H317
Precautionary Statements : P261-P264-P270-P272-P280-P302+P352-P330-P362+P364-P501

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Computational Chemistry Data

TPSA 65.98
LogP 1.9145
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Key Words

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6-Chloro-1H-pyrrolo[2,3-b]pyridine-4-carboxylic acid

CAS No. 1167056-92-9

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