tert-Butyl 5-bromo-1H-pyrazolo[3,4-b]pyridine-1-carboxylate

Name: tert-Butyl 5-bromo-1H-pyrazolo[3,4-b]pyridine-1-carboxylate
Brand: ChemScene
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CAS No. 1299607-55-8
Cat. No. CS-W020173
Purity≥95%
MDL No.MFCD18803503

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tert-Butyl 5-bromo-1H-pyrazolo[3,4-b]pyridine-1-carboxylate|CS-W020173

Structure of 1299607-55-8

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Description

tert-Butyl 5-bromo-1H-pyrazolo[3,4-b]pyridine-1-carboxylate is a bench-stable heterocyclic building block featuring a brominated pyrazolopyridine core. This moiety integrates readily into transition-metal-catalyzed coupling reactions, enabling efficient access to functionalized N-heterocycles. The tert-butyl ester group provides enhanced solubility and stability during synthetic manipulations.

Application

tert-Butyl 5-bromo-1H-pyrazolo[3,4-b]pyridine-1-carboxylate serves as a versatile building block for the synthesis of pyrazolopyridine-based scaffolds. The bromo group enables palladium-catalyzed cross-coupling reactions, while the tert-butyl ester is readily cleaved under mild acidic conditions. This compound offers bench stability, excellent functional group tolerance, and facilitates access to biologically relevant heterocycles in medicinal chemistry and agrochemical research.

General Information

CAS No. 1299607-55-8
Cat. No. CS-W020173
Purity ≥95%
MDL No. MFCD18803503
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₂BrN₃O₂
Molecular Weight 298.14
Synonym(s) 1-Boc-5-bromo-1H-pyrazolo[3,4-b]pyridine
SMILES CC(C)(OC(N1C2=NC=C(Br)C=C2C=N1)=O)C

Computational Chemistry Data

TPSA 57.01
LogP 2.977
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 0

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

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Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

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tert-Butyl 5-bromo-1H-pyrazolo[3,4-b]pyridine-1-carboxylate

CAS No. 1299607-55-8

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