5-Bromo-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid

Name: 5-Bromo-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid
Brand: ChemScene
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CAS No. 800401-71-2
Cat. No. CS-W022300
Purity≥98%
MDL No.MFCD12024580

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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5-Bromo-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid|CS-W022300

Structure of 800401-71-2

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General Information

CAS No. 800401-71-2
Cat. No. CS-W022300
Purity ≥98%
MDL No. MFCD12024580
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₅BrN₂O₂
Molecular Weight 241.04
Synonym(s) 5-bromo-1H-pyrrolo[2,3-c] pyridine-2-carboxylic acid
SMILES O=C(C(N1)=CC2=C1C=NC(Br)=C2)O

Description

5-Bromo-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid features a fused heterocyclic core with a bromo substituent at the 5-position and a carboxylic acid group at the 2-position. This combination enables direct incorporation into Suzuki-Miyaura coupling reactions and facilitates conjugation to biomolecules via amide bond formation. The electron-deficient pyrrolopyridine scaffold enhances reactivity in cross-coupling processes, while the carboxylic acid offers versatile derivatization potential under standard conditions.

Application

5-Bromo-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid serves as a versatile building block for the synthesis of bioactive heterocycles, enabling efficient late-stage functionalization via Pd-catalyzed cross-coupling. The bromo and carboxylic acid functionalities provide orthogonal reactivity for diversification, while the rigid fused scaffold enhances target binding affinity in medicinal chemistry applications. Bench-stable and compatible with standard purification methods, it facilitates scalable synthesis of pyrrolopyridine-based scaffolds.

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

Quality Control

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Computational Chemistry Data

TPSA 65.98
LogP 2.0236
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Key Words

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5-Bromo-1H-pyrrolo[2,3-c]pyridine-2-carboxylic acid

CAS No. 800401-71-2

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