6-Bromo-4-hydroxypyrazolo[1,5-a]pyridine-3-carbonitrile

Name: 6-Bromo-4-hydroxypyrazolo[1,5-a]pyridine-3-carbonitrile
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CAS No. 2068065-16-5
Cat. No. CS-0137809
Purity≥98%
MDL No.None

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6-Bromo-4-hydroxypyrazolo[1,5-a]pyridine-3-carbonitrile|CS-0137809

Structure of 2068065-16-5

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General Information

CAS No. 2068065-16-5
Cat. No. CS-0137809
Purity ≥98%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₄BrN₃O
Molecular Weight 238.04
Synonym(s) None
SMILES N#CC1=C2C(O)=CC(Br)=CN2N=C1

Description

6-Bromo-4-hydroxypyrazolo[1,5-a]pyridine-3-carbonitrile features a fused heterocyclic core with complementary functional groups enabling direct derivatization. The bromo substituent facilitates cross-coupling reactions, while the hydroxyl and nitrile moieties offer sites for conjugation or metal coordination. This scaffold demonstrates stability under standard conditions and compatibility with diverse synthetic transformations.

Application

6-Bromo-4-hydroxypyrazolo[1,5-a]pyridine-3-carbonitrile serves as a versatile building block for constructing bioactive heterocycles, enabling direct functionalization at the 4-position via cross-coupling or nucleophilic substitution. The bromo and nitrile groups offer orthogonal reactivity, facilitating late-stage diversification in medicinal chemistry. Bench-stable and amenable to purification by chromatography or recrystallization, it functions effectively in Suzuki-Miyaura, Buchwald-Hartwig, and Ullmann-type transformations.

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

Quality Control

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Computational Chemistry Data

TPSA 61.32
LogP 1.67408
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Cyanide/Nitrile

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-Bromo-4-hydroxypyrazolo[1,5-a]pyridine-3-carbonitrile

CAS No. 2068065-16-5

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