Lot numbers can be found on the outside label of a product:
Methyl 6-formyl-2-pyridinecarboxylate
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CAS No. 69950-65-8
- Cat. No. CS-W019400
- Purity≥98%
- MDL No.MFCD07367925
*For research and further manufacturing use only, not for direct human use.
Structure of 69950-65-8
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General Information
- CAS No. 69950-65-8
- Cat. No. CS-W019400
- Purity ≥98%
- MDL No. MFCD07367925
- Storage -20°C, stored under nitrogen
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₈H₇NO₃
- Molecular Weight 165.15
- Synonym(s) Methyl 6-formylpyridine-2-carboxylate
- SMILES O=C(C1=NC(C=O)=CC=C1)OC
Description
Methyl 6-formyl-2-pyridinecarboxylate features a strategically positioned formyl group at the 6-position of the pyridine ring, enabling direct functionalization in heterocyclic synthesis. This electron-deficient scaffold integrates readily into transition-metal-catalyzed couplings and facilitates the construction of complex N-heterocycles under mild conditions.
Application
Methyl 6-formyl-2-pyridinecarboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyridine-based scaffolds through formyl-directed functionalization. Its dual functionality—aldehyde and ester groups—facilitates sequential transformations, including reductive amination, condensation reactions, and cyclizations. The compound exhibits good bench stability and is readily purified by standard techniques, making it well-suited for medicinal chemistry and process development workflows.
Synthesis
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Route1
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In-stock
39977-44-1 - ~85%
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In-stock
69950-65-8
References
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DeGoey, David A.; Flentge, Charles A.; Flosi, William J.; Grampovnik, David J.; Kempf, Dale J.; Klein, Larry L. Patent: US2005/131017 A1, 2005 ; Location in patent: Page/Page column 106 ;
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Route2
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In-stock
129747-52-0 - ~71%
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In-stock
69950-65-8
References
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Wyeth Patent: US2006/19965 A1, 2006 ; Location in patent: Page/Page column 25-26 ; US 20060019965 A1
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Route3
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In-stock
5453-67-8 - ~50%
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In-stock
69950-65-8
References
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Masiero, Stefano; Fini, Federico; Gottarelli, Giovanni; Spada, Gian Piero Journal of Chemical Research, Miniprint, 1998 , # 10 p. 2736 - 2753
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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 56.26
- LogP 0.6807
- H_Acceptors 4
- H_Donors 0
- Rotatable_Bonds 2
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Key Words
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