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2-(Boc-amino)pyridine-5-carboxaldehyde
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CAS No. 199296-40-7
- Cat. No. CS-0130480
- Purity≥97%
- MDL No.None
*For research and further manufacturing use only, not for direct human use.
Structure of 199296-40-7
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General Information
- CAS No. 199296-40-7
- Cat. No. CS-0130480
- Purity ≥97%
- MDL No. None
- Storage 4°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₁H₁₄N₂O₃
- Molecular Weight 222.24
- Synonym(s) Tert-butyl (5-formylpyridin-2-YL)carbamate
- SMILES O=CC1=CN=C(C=C1)NC(OC(C)(C)C)=O
Description
2-(Boc-amino)pyridine-5-carboxaldehyde features a protected amine and aldehyde functionality positioned ortho to each other on a pyridine scaffold. This bifunctional motif enables direct incorporation into peptide-like architectures or conjugation strategies under mild conditions. The Boc group ensures stability during handling, while the aldehyde supports efficient coupling reactions.
Application
2-(Boc-amino)pyridine-5-carboxaldehyde serves as a versatile building block in medicinal chemistry, enabling efficient access to pyridine-based heterocycles. The Boc-protected amine and aldehyde functionalities offer orthogonal reactivity for sequential functionalization, while the bench-stable, crystalline form simplifies handling and purification. This compound facilitates C–N coupling, reductive amination, and cyclization reactions in the synthesis of bioactive scaffolds.
Synthesis
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Route1
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201230-82-2 -
In-stock
159451-66-8 - ~99%
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In-stock
199296-40-7
References
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SANOFI; BOEHM, Claudius; KLEIN, Susanne; NAPIERSKI, Bernard; SOMMER, Christian Patent: US2013/245274 A1, 2013 ; Location in patent: Paragraph 0283; 0284 ;
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Route2
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79-37-8
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In-stock
144186-11-8 - ~%
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In-stock
199296-40-7
References
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US5866573 A1, ; US 5866573 A
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Route3
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In-stock
169280-83-5 - ~%
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In-stock
199296-40-7
References
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EP2216330 A1, ; Page/Page column 24 ; EP 2216330 A1
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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-H319-H335
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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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Quality Control
Computational Chemistry Data
- TPSA 68.29
- LogP 2.2411
- H_Acceptors 4
- H_Donors 1
- Rotatable_Bonds 2
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Key Words
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