3-Bromo-pyrazolo[1,5-a]pyridine

Name: 3-Bromo-pyrazolo[1,5-a]pyridine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 5910-12-3
Cat. No. CS-D0740
Purity≥97%
MDL No.MFCD06661764

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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3-Bromo-pyrazolo[1,5-a]pyridine|CS-D0740

Structure of 5910-12-3

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General Information

CAS No. 5910-12-3
Cat. No. CS-D0740
Purity ≥97%
MDL No. MFCD06661764
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrN₂
Molecular Weight 197.03
Synonym(s) Pyrazolo[1,5-a]pyridine, 3-bromo-
SMILES BrC1=C(C=CC=C2)N2N=C1

Description

3-Bromo-pyrazolo[1,5-a]pyridine is a heterocyclic building block featuring a brominated pyrazolopyridine core, enabling direct functionalization in cross-coupling reactions. This bench-stable scaffold integrates readily into complex molecular architectures, particularly in medicinal chemistry and materials science applications requiring nitrogen-rich frameworks with defined electronic properties.

Application

3-Bromo-pyrazolo[1,5-a]pyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its well-established halogen reactivity. The bromine substituent facilitates efficient C–C bond formation under standard Suzuki, Stille, or Negishi conditions, while the fused heterocyclic core provides structural rigidity and favorable pharmacophoric properties. Bench-stable and readily purified by recrystallization, it functions reliably in multi-step syntheses of complex nitrogen-containing scaffolds.

Synthesis

Route1
- In-stock
  
  16205-46-2
- ~78%
- In-stock
  
  5910-12-3
References
- ALMIRALL, S.A.; BACH TANA, Jordi; PAGES SANTACANA, Lluis, Miquel; TALTAVULL MOLL, Joan; EASTWOOD, Paul, Robert; GONZALEZ RODRIGUES, Jacob; GIULIO MATASSA, Victor Patent: WO2011/101161 A1, 2011 ; Location in patent: Page/Page column 99 ; WO 2011/101161 A1
Route2
- In-stock
  
  16205-44-0
- ~%
- In-stock
  
  5910-12-3
References
- WO2011/101161 A1, ; WO 2011/101161 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 17.3
LogP 2.0968
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrazole compounds

Key Words

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3-Bromo-pyrazolo[1,5-a]pyridine

CAS No. 5910-12-3

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