2-Bromo-6-methylnicotinaldehyde

Name: 2-Bromo-6-methylnicotinaldehyde
Brand: ChemScene
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CAS No. 853179-74-5
Cat. No. CS-0152833
Purity≥97%
MDL No.MFCD09997894

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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+
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2-Bromo-6-methylnicotinaldehyde|CS-0152833

Structure of 853179-74-5

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General Information

CAS No. 853179-74-5
Cat. No. CS-0152833
Purity ≥97%
MDL No. MFCD09997894
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrNO
Molecular Weight 200.03
Synonym(s) 3-pyridinecarboxaldehyde, 2-bromo-6-methyl-
SMILES CC1=NC(=C(C=C1)C=O)Br

Description

2-Bromo-6-methylnicotinaldehyde features a brominated pyridine core with a methyl group at the 6-position and an aldehyde functionality at C-2, enabling direct coupling in cross-coupling reactions. This electron-deficient heteroaryl aldehyde integrates readily into complex molecular architectures under mild conditions.

Application

2-Bromo-6-methylnicotinaldehyde serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the 3-position via cross-coupling reactions. Its aldehyde functionality facilitates reductive amination and imine formation, while the bromo and methyl groups offer orthogonal handles for further diversification. The compound exhibits good bench stability and is compatible with standard synthetic workflows, facilitating efficient access to substituted heterocyclic scaffolds relevant to drug discovery.

Synthesis

Route1
- In-stock
  
  155265-57-9
- ~94%
- In-stock
  
  853179-74-5
References
- Robert, Nicolas; Hoarau, Christophe; Celanire, Sylvain; Ribereau, Pierre; Godard, Alain; Queguiner, Guy; Marsais, Francis Tetrahedron, 2005 , vol. 61, # 19 p. 4569 - 4576
Route2
- In-stock
  
  4241-27-4
- ~%
- In-stock
  
  853179-74-5
References
- Chelucci, Giorgio; Addis, Daniele; Baldino, Salvatore Tetrahedron Letters, 2007 , vol. 48, # 19 p. 3359 - 3362

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
Hazard Statements : H301-H311-H331
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P361-P405-P501

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Computational Chemistry Data

TPSA 29.96
LogP 1.96502
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Bromo-6-methylnicotinaldehyde

CAS No. 853179-74-5

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