Lot numbers can be found on the outside label of a product:
3-Bromoisonicotinaldehyde
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CAS No. 70201-43-3
- Cat. No. CS-W007984
- Purity≥98%
- MDL No.MFCD05864506
*For research and further manufacturing use only, not for direct human use.
Structure of 70201-43-3
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General Information
- CAS No. 70201-43-3
- Cat. No. CS-W007984
- Purity ≥98%
- MDL No. MFCD05864506
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₆H₄BrNO
- Molecular Weight 186.01
- Synonym(s) 3-Bromopyridine-4-carboxaldehyde
- SMILES BrC1=C(C=CN=C1)C=O
Description
3-Bromoisonicotinaldehyde delivers a reactive aldehyde functionality positioned ortho to a bromine-substituted pyridine ring. This electron-deficient heterocycle enables direct coupling in cross-coupling protocols and integrates readily into complex scaffolds under standard conditions. The molecule exhibits bench-stable handling characteristics and compatibility with palladium-catalyzed transformations.
Application
3-Bromoisonicotinaldehyde serves as a versatile building block in synthetic organic chemistry, enabling efficient access to heterocyclic scaffolds via palladium-catalyzed cross-coupling reactions. Its bromo and aldehyde functionalities offer orthogonal reactivity for sequential functionalization, while the pyridine ring provides inherent stability and compatibility with diverse reaction conditions. The compound exhibits excellent bench stability and facilitates straightforward purification, making it well-suited for medicinal chemistry lead optimization and process-scale synthesis.
Synthesis
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Route1
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In-stock
626-55-1 -
107-31-3 - ~75%
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In-stock
70201-43-3
References
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Zhang, Zhenfa; Dwoskin, Linda P.; Crooks, Peter A. Tetrahedron Letters, 2011 , vol. 52, # 21 p. 2667 - 2669
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Route2
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In-stock
626-55-1
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68-12-2
- ~60%
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In-stock
70201-43-3
References
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Jones, Keith; Fiumana, Andrea; Escudero-Hernandez, Maria L. Tetrahedron, 2000 , vol. 56, # 3 p. 397 - 406
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Route3
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In-stock
626-55-1
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108-18-9
- ~74%
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In-stock
70201-43-3
References
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Zeneca Limited Patent: US5834468 A1, 1998 ;
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H317-H319
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Precautionary Statements : P261-P264-P270-P272-P280-P302+P352-P330-P362+P364-P501
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Quality Control
Computational Chemistry Data
- TPSA 29.96
- LogP 1.6566
- H_Acceptors 2
- H_Donors 0
- Rotatable_Bonds 1
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Key Words
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