5-Chloro-6-methyl-1-(tetrahydro-2H-pyran-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole

Name: 5-Chloro-6-methyl-1-(tetrahydro-2H-pyran-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole
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CAS No. 2374152-77-7
Cat. No. CS-0120067
Purity≥97%
MDL No.None

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5-Chloro-6-methyl-1-(tetrahydro-2H-pyran-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole|CS-0120067

Structure of 2374152-77-7

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Description

This indazole scaffold integrates a tetrahydro-2H-pyran-2-yl protecting group and a boronate ester for stable, selective cross-coupling. The 5-chloro and 6-methyl substituents enable precise functionalization in late-stage diversification. Designed for efficient Suzuki-Miyaura reactions under standard conditions.

Application

5-Chloro-6-methyl-1-(tetrahydro-2H-pyran-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The tetrahydro-2H-pyran-2-yl group provides stable protection of the indazole nitrogen, while the diborane moiety enables efficient palladium-catalyzed coupling with aryl and heteroaryl halides. Its bench-stable nature and compatibility with diverse functional groups make it ideal for constructing complex heterocyclic scaffolds in medicinal chemistry and materials synthesis.

General Information

CAS No. 2374152-77-7
Cat. No. CS-0120067
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₉H₂₆BClN₂O₃
Molecular Weight 376.69
Synonym(s) None
SMILES CC1(C)C(C)(C)OB(C2=C(Cl)C(C)=CC3=C2C=NN3C4CCCCO4)O1

Computational Chemistry Data

TPSA 45.51
LogP 3.99642
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 2

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-P330-P362+P364-P405-P501

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Other Classifications

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic heterocycle compounds Indazole compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Tetrahydropyran compounds

Drug Discovery Cancer KRAS

Key Words

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5-Chloro-6-methyl-1-(tetrahydro-2H-pyran-2-yl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indazole

CAS No. 2374152-77-7

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