5-Bromo-2-methoxyisonicotinaldehyde

Name: 5-Bromo-2-methoxyisonicotinaldehyde
Brand: ChemScene
Availability: InStock
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CAS No. 936011-17-5
Cat. No. CS-W022310
Purity≥98%
MDL No.MFCD13181606

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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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5-Bromo-2-methoxyisonicotinaldehyde|CS-W022310

Structure of 936011-17-5

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General Information

CAS No. 936011-17-5
Cat. No. CS-W022310
Purity ≥98%
MDL No. MFCD13181606
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆BrNO₂
Molecular Weight 216.03
Synonym(s) tert-butyl(2R)-2-(5-bromo-4-methyl-4H-1,2,4-triazol-3-yl)pyrrolidine-1-carboxylate
SMILES O=CC1=C(Br)C=NC(OC)=C1

Description

5-Bromo-2-methoxyisonicotinaldehyde delivers a trifunctional scaffold featuring a bromo group, methoxy substituent, and aldehyde handle at the pyridine ring. This electron-deficient heterocycle enables direct coupling in cross-coupling reactions, while the aldehyde facilitates conjugation via nucleophilic addition or oxime formation. The molecule exhibits bench-stable handling characteristics and compatibility with standard synthetic protocols.

Application

5-Bromo-2-methoxyisonicotinaldehyde serves as a versatile building block in synthetic medicinal chemistry, enabling direct incorporation of bromo and methoxy groups into heterocyclic scaffolds. Its aldehyde functionality facilitates reductive amination, Grignard additions, and coupling reactions with nucleophiles. The compound exhibits good bench stability and is compatible with standard protecting group strategies, making it suitable for modular synthesis of bioactive molecules and API intermediates.

Synthesis

Route1
- In-stock
  
  13472-85-0
- 68-12-2
- ~%
- In-stock
  
  936011-17-5
References
- MERCK FROSST CANADA LTD. Patent: WO2009/23964 A1, 2009 ; Location in patent: Page/Page column 30 ; WO 2009/023964 A1
Route2
- 68-12-2
- ~%
- In-stock
  
  936011-17-5
References
- MERCK and CO., INC. Patent: WO2007/50383 A2, 2007 ; Location in patent: Page/Page column 58 ; WO 2007/050383 A2

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 39.19
LogP 1.6652
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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5-Bromo-2-methoxyisonicotinaldehyde

CAS No. 936011-17-5

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