2-Bromo-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

Name: 2-Bromo-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 651358-83-7
Cat. No. CS-W000956
Molecule weight283.96
Purity≥95%
MDL No.MFCD06796177

HazMat Fee +

HazMat Fee

An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it. There is a HazMat shipping fee for each item that qualifies as a dangerous good, except in the following scenarios:

The shipment is processed through FedEx Ground under the Limited Quantity option.

Each bottle is packed as an Excepted Quantity, with a maximum of 1g for items in class 6.1 packing group I or II, and up to 25g for all other hazardous materials.

If shipping is charged to your FedEx account, the HazMat fee will be billed directly by the courier. Otherwise, the fee will be included on your invoice. To help you avoid the HazMat fee, we can package a 5g order of a class 6.1 packing group I or II material as five separate 1g units, and a 100g order of any other dangerous good as four 25g units. This packaging adjustment will be made unless you instruct otherwise on your purchase order. Below, you will find the fee schedule from FedEx for handling hazardous materials.

Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

An item is classified as a dangerous good if our website displays Hazardous Material (HazMat) information for it.

There is a HazMat shipping fee for each item that qualifies as a dangerous good. Please contact our quotation team via email to confirm the details.

*For research and further manufacturing use only, not for direct human use.

2-Bromo-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine|CS-W000956

Structure of 651358-83-7

Size

Price

Quantity

* Please select Quantity before adding items.

General Information

CAS No. 651358-83-7
Cat. No. CS-W000956
Purity ≥95%
MDL No. MFCD06796177
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₅BBrNO₂
Molecular Weight 283.96
Synonym(s) 6-Bromopyridine-2-boronic acid pinacol ester
SMILES CC1(C)OB(OC1(C)C)c1cccc(n1)Br

Description

2-Bromo-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine features a boronate ester group flanked by tetramethyl-substituted dioxaborolane rings, enhancing stability and enabling efficient Suzuki-Miyaura coupling. The pyridine core bears a bromide at the 2-position for selective cross-coupling, while the para-directed boronate facilitates regiocontrolled functionalization in synthetic sequences. This compound integrates seamlessly into complex molecule assembly under standard conditions.

Application

2-Bromo-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine serves as a versatile Suzuki-Miyaura coupling partner, enabling efficient C–C bond formation at the pyridine 2-position. The boronate ester group exhibits high stability under ambient conditions and tolerates a broad range of functional groups, facilitating reliable cross-coupling with aryl and heteroaryl halides. Its bench-stable nature and predictable reactivity make it ideal for constructing complex heterocyclic scaffolds in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  626-05-1
- In-stock
  
  76-09-5
- ~56%
- In-stock
  
  651358-83-7
References
- Bouillon, Alexandre; Lancelot, Jean-Charles; Santos, Jana Sopkova De Oliveira; Collot, Valerie; Bovy, Philipppe R.; Rault, Sylvain Tetrahedron, 2003 , vol. 59, # 50 p. 10043 - 10049

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

Quality Control

To search for quality control of cas , please enter both the product number and the lot/batch number.

Computational Chemistry Data

TPSA 31.35
LogP 2.1433
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Chemical Synthesis Organometallic Reagents Organoboron Boronic Acids and Derivatives

Key Words

651358-83-7 sigma651358-83-7 manufacturer651358-83-7 price651358-83-7 structure651358-83-7 SDSbuy 651358-83-7651358-83-7 supplier651358-83-7 uses651358-83-7 molecular weightprice of 651358-83-7651358-83-7 chemical name formula of 651358-83-7

Salutation:	*Country or Region:
*Applicant Name:	*Organization Name:
*Email Address:	Quantity:
CAS NO. :	Product Name:
Remarks:
Upload Pictures

CAS.No.		Product Name
Applicant Name *		Email Address *
Phone Number *		Organization Name*
Country or Region*		Quantity*
Remarks:

Product Name:
Cat. No.: .		CAS NO. :
Quantity:

2-Bromo-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyridine

CAS No. 651358-83-7

Recommended Products