4-Bromo-6-methylpicolinic acid

Name: 4-Bromo-6-methylpicolinic acid
Brand: ChemScene
Availability: InStock
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CAS No. 886372-47-0
Cat. No. CS-0186962
Purity≥96%
MDL No.None

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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+

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4-Bromo-6-methylpicolinic acid|CS-0186962

Structure of 886372-47-0

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General Information

CAS No. 886372-47-0
Cat. No. CS-0186962
Purity ≥96%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrNO₂
Molecular Weight 216.03
Synonym(s) 4-BROMO-6-METHYL-PYRIDINE-2-CARBOXYLIC ACID
SMILES CC1=CC(=CC(=N1)C(=O)O)Br

Description

4-Bromo-6-methylpicolinic acid features a strategically positioned bromine atom and methyl group on the picolinic acid scaffold, enabling direct functionalization in cross-coupling reactions. This electron-deficient heteroaromatic system delivers high reactivity in transition-metal-catalyzed transformations, particularly under standard conditions. The molecule exhibits excellent bench stability and solubility in common organic solvents, facilitating straightforward handling in synthetic workflows.

Application

4-Bromo-6-methylpicolinic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of heterocyclic scaffolds via palladium-catalyzed cross-coupling reactions. Its ortho-bromine and methyl-substituted pyridine core provide predictable reactivity for C–H functionalization and Suzuki-Miyaura coupling, with excellent bench stability and compatibility with common protecting group strategies.

Synthesis

Route1
- 30235-16-6
- ~%
- In-stock
  
  886372-47-0
References
- Jaeschke, Georg; Spooren, Will; Vieira, Eric Patent: US2007/197553 A1, 2007 ; Location in patent: Page/Page column 17; 18 ; US 20070197553 A1

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 50.19
LogP 1.85072
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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4-Bromo-6-methylpicolinic acid

CAS No. 886372-47-0

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