6-Bromo-5-methylnicotinaldehyde

Name: 6-Bromo-5-methylnicotinaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 885167-81-7
Cat. No. CS-0042742
Purity≥96%
MDL No.MFCD08277302

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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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6-Bromo-5-methylnicotinaldehyde|CS-0042742

Structure of 885167-81-7

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General Information

CAS No. 885167-81-7
Cat. No. CS-0042742
Purity ≥96%
MDL No. MFCD08277302
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrNO
Molecular Weight 200.03
Synonym(s) 6-BroMo-5-Methyl-pyridine-3-carbaldehyde
SMILES O=CC1=CN=C(Br)C(C)=C1

Description

6-Bromo-5-methylnicotinaldehyde features a brominated pyridine ring fused with an aldehyde group, enabling direct functionalization in cross-coupling and cyclization reactions. The methyl substituent enhances electron density at the C5 position, while the bromo group provides a high-reactivity handle for palladium-catalyzed transformations. This bench-stable reagent integrates readily into complex heterocyclic architectures under standard conditions.

Application

6-Bromo-5-methylnicotinaldehyde serves as a versatile building block in medicinal chemistry, enabling direct incorporation of both halogen and aldehyde functionalities into heterocyclic scaffolds. Its bench-stable aldehyde group facilitates nucleophilic additions and condensation reactions, while the bromine atom supports palladium-catalyzed cross-coupling transformations. The methyl substituent enhances lipophilicity and provides a handle for further functionalization, making this compound well-suited for the synthesis of bioactive molecules and pharmaceutical intermediates.

Synthesis

Route1
- In-stock
  
  4394-85-8
- In-stock
  
  3430-18-0
- ~76%
- In-stock
  
  885167-81-7
References
- ASTRAZENECA AB; ASTRAZENECA UK LIMITED Patent: WO2007/71956 A1, 2007 ; Location in patent: Page/Page column description ; WO 2007/071956 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 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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6-Bromo-5-methylnicotinaldehyde

CAS No. 885167-81-7

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