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

Name: tert-Butyl 4-bromo-1H-pyrazolo[3,4-b]pyridine-1-carboxylate
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CAS No. 1286754-61-7
Cat. No. CS-0162574
Purity≥98%
MDL No.None

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tert-Butyl 4-bromo-1H-pyrazolo[3,4-b]pyridine-1-carboxylate|CS-0162574

Structure of 1286754-61-7

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General Information

CAS No. 1286754-61-7
Cat. No. CS-0162574
Purity ≥98%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₂BrN₃O₂
Molecular Weight 298.14
Synonym(s) 1-Boc-4-bromo-7-aza-1H-indazole
SMILES O=C(N1N=CC2=C(Br)C=CN=C21)OC(C)(C)C

Description

tert-Butyl 4-bromo-1H-pyrazolo[3,4-b]pyridine-1-carboxylate is a bench-stable, moisture-tolerant building block featuring a brominated pyrazolopyridine core. This electrophilic scaffold enables direct coupling in palladium-catalyzed cross-coupling reactions, facilitating rapid access to diverse heterocyclic architectures in medicinal chemistry and materials science applications.

Application

tert-Butyl 4-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 provides stability and facilitates straightforward deprotection under acidic conditions. Its functional group tolerance supports efficient incorporation into complex heterocyclic architectures relevant to medicinal chemistry.

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 57.01
LogP 2.977
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 0

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

CAS No. 1286754-61-7

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