6-Bromopyrazolo[1,5-a]pyridine-2-carboxylic acid

Name: 6-Bromopyrazolo[1,5-a]pyridine-2-carboxylic acid
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 876379-74-7
Cat. No. CS-0050250
Purity≥97%
MDL No.MFCD11518929

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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6-Bromopyrazolo[1,5-a]pyridine-2-carboxylic acid|CS-0050250

Structure of 876379-74-7

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General Information

CAS No. 876379-74-7
Cat. No. CS-0050250
Purity ≥97%
MDL No. MFCD11518929
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₅BrN₂O₂
Molecular Weight 241.04
Synonym(s) 6-bromoH-pyrazolo[1,5-a]pyridine-2-carboxylic acid
SMILES OC(=O)C1=NN2C=C(Br)C=CC2=C1

Description

6-Bromopyrazolo[1,5-a]pyridine-2-carboxylic acid is a heterocyclic building block featuring a brominated pyrazolopyridine core fused with a carboxylic acid group. This scaffold enables direct functionalization in cross-coupling reactions and serves as a key intermediate in the synthesis of bioactive compounds. The electron-deficient aromatic system enhances reactivity in palladium-catalyzed transformations, while the carboxylic acid facilitates derivatization via amide or ester formation.

Application

6-Bromopyrazolo[1,5-a]pyridine-2-carboxylic acid serves as a versatile building block for the synthesis of functionalized heterocycles in medicinal chemistry and agrochemical research. The bromo group enables palladium-catalyzed cross-coupling reactions, while the carboxylic acid facilitates amide bond formation and derivatization. Its stability under standard reaction conditions and compatibility with diverse functional groups make it a practical scaffold for iterative synthesis and library generation.

Synthesis

Route1
- 1176413-42-5
- ~%
- In-stock
  
  876379-74-7
References
- WO2011/15343 A1, ; Page/Page column 42 ; WO 2011/015343 A1
Route2
- In-stock
  
  626-55-1
- ~%
- In-stock
  
  876379-74-7
References
- WO2011/15343 A1, ; WO 2011/015343 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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 54.6
LogP 1.795
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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6-Bromopyrazolo[1,5-a]pyridine-2-carboxylic acid

CAS No. 876379-74-7

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