4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine hydrochloride

Name: 4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine hydrochloride
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 1121057-75-7
Cat. No. CS-W021994
Purity≥97%
MDL No.MFCD11506076

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4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine hydrochloride|CS-W021994

Structure of 1121057-75-7

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General Information

CAS No. 1121057-75-7
Cat. No. CS-W021994
Purity ≥97%
MDL No. MFCD11506076
Storage 4°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₁BClNO₂
Molecular Weight 245.55
Synonym(s) 1,2,3,6-Tetrahydro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine hydrochloride
SMILES CC1(C)C(C)(C)OB(C2=CCNCC2)O1.[H]Cl

Description

This tetrahydropyridine boronate delivers a stable, moisture-tolerant handle for cross-coupling reactions. The hydrochloride salt enhances solubility and handling, while the tetramethylcyclopentadienyl boronate moiety enables efficient Suzuki-Miyaura coupling under mild conditions.

Application

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine hydrochloride serves as a stable, bench-ready boron building block for palladium-catalyzed cross-coupling reactions. Its tetrahydropyridine core provides a versatile nitrogen-containing heterocyclic scaffold commonly found in bioactive molecules. The pinacol boronate group enables efficient coupling under mild conditions with broad functional group tolerance, facilitating rapid diversification in medicinal chemistry and process development workflows.

Synthesis

Route1
- In-stock
  
  375853-82-0
- ~98%
- In-stock
  
  1121057-75-7
References
- INFINITY PHARMACEUTICALS, INC.; CASTRO, Alfredo, C.; EVANS, Catherine, A.; GRENIER, Louis; GROGAN, Michael, J. Patent: WO2010/118159 A1, 2010 ; Location in patent: Page/Page column 64; 65-66 ;

Safety Information

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GHS Pictogram : N/A	GHS No : N/A
Signal Word : N/A	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : N/A
Precautionary Statements : N/A

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Computational Chemistry Data

TPSA 30.49
LogP 1.9593
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Other aliphatic heterocycles compounds

Key Words

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4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2,3,6-tetrahydropyridine hydrochloride

CAS No. 1121057-75-7

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