5-Chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-tosyl-1h-pyrrolo[2,3-b]pyridine

Name: 5-Chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-tosyl-1h-pyrrolo[2,3-b]pyridine
Brand: ChemScene
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CAS No. 866546-11-4
Cat. No. CS-0005128
Purity≥97%
MDL No.MFCD16039195

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5-Chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-tosyl-1h-pyrrolo[2,3-b]pyridine|CS-0005128

Structure of 866546-11-4

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Description

5-Chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-tosyl-1h-pyrrolo[2,3-b]pyridine features a boronate ester group enabling efficient Suzuki-Miyaura coupling. The tosyl moiety enhances solubility and stability, while the chloropyrrolopyridine core provides a rigid scaffold for diversification in medicinal chemistry and materials synthesis under standard conditions.

Application

5-Chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridine serves as a versatile boronate building block for palladium-catalyzed cross-coupling reactions. The tosyl group enhances stability and modulates reactivity, while the pinacol boronate enables efficient Suzuki-Miyaura coupling under mild conditions. This scaffold is well-suited for constructing complex heterocyclic architectures in medicinal chemistry and materials science.

General Information

CAS No. 866546-11-4
Cat. No. CS-0005128
Purity ≥97%
MDL No. MFCD16039195
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₂₀H₂₂BClN₂O₄S
Molecular Weight 432.73
Synonym(s) 1H-Pyrrolo[2,3-b]pyridine, 5-chloro-1-[(4-Methylphenyl)sulfonyl]-3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)
SMILES O=S(N1C(C(C(B(OC(C)2C)OC2(C)C)=C1)=C3)=NC=C3Cl)(C(C=C4)=CC=C4C)=O

Computational Chemistry Data

TPSA 70.42
LogP 3.53432
H_Acceptors 6
H_Donors 0
Rotatable_Bonds 3

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-P330-P362-P405-P501

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Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Boronic Acid And Its Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyrrole compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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5-Chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1-tosyl-1h-pyrrolo[2,3-b]pyridine

CAS No. 866546-11-4

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