2-Bromo-5-chloronicotinaldehyde

Name: 2-Bromo-5-chloronicotinaldehyde
Brand: ChemScene
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CAS No. 1227605-52-8
Cat. No. CS-0042039
Purity≥98%
MDL No.MFCD16606499

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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2-Bromo-5-chloronicotinaldehyde|CS-0042039

Structure of 1227605-52-8

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General Information

CAS No. 1227605-52-8
Cat. No. CS-0042039
Purity ≥98%
MDL No. MFCD16606499
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃BrClNO
Molecular Weight 220.45
Synonym(s) 2-bromo-5-chloropyridine-3-carbaldehyde
SMILES O=CC1=C(Br)N=CC(Cl)=C1

Description

2-Bromo-5-chloronicotinaldehyde is a halogenated pyridine aldehyde featuring strategic bromo and chloro substituents at the 2- and 5-positions, respectively. This electron-deficient scaffold enables direct incorporation into cross-coupling reactions and serves as a key building block for bioactive heterocycles and functional materials.

Application

2-Bromo-5-chloronicotinaldehyde serves as a versatile building block in synthetic organic chemistry, enabling the construction of functionalized heterocycles and pharmaceutical intermediates. Its reactivity is well-established in Suzuki-Miyaura and Buchwald-Hartwig coupling reactions, facilitated by the orthogonal handling of bromo and chloro substituents. The aldehyde group supports nucleophilic addition and oxime formation, offering efficient access to diverse scaffolds. Bench-stable and compatible with standard purification methods, it functions reliably in multi-step syntheses requiring selective transformation.

Synthesis

Route1
- In-stock
  
  137628-17-2
- 68-12-2
- ~%
- In-stock
  
  1227605-52-8
References
- MERCK SHARP and DOHME CORP.; CHEN, Frank; MOLINARO, Carmela; WUELFING, W. Peter; YASUDA, Nobuyoshi; YIN, Jianguo; ZHONG, Yong-Li; LYNCH, Joseph; ANDREANI, Teresa Patent: WO2013/169348 A1, 2013 ; Location in patent: Page/Page column 76 ;

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 29.96
LogP 2.31
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Aldehyde

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Bromo-5-chloronicotinaldehyde

CAS No. 1227605-52-8

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