Ethyl 2-formylisonicotinate

Name: Ethyl 2-formylisonicotinate
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 21908-08-7
Cat. No. CS-0043680
Purity≥95%
MDL No.None

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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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Structure of 21908-08-7

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General Information

CAS No. 21908-08-7
Cat. No. CS-0043680
Purity ≥95%
MDL No. None
Storage -20°C, sealed storage, away from moisture
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₉NO₃
Molecular Weight 179.17
Synonym(s) ethyl 2-formylpyridine-4-carboxylate
SMILES CCOC(=O)C1=CC(C=O)=NC=C1

Description

Ethyl 2-formylisonicotinate features a formyl group at the pyridine ring's 2-position, enabling direct conjugation in heterocyclic synthesis. This bench-stable reagent integrates readily into multistep transformations, offering high functional group tolerance and efficient coupling with nucleophiles under mild conditions.

Application

Ethyl 2-formylisonicotinate serves as a versatile building block in synthetic organic chemistry, enabling efficient construction of heterocyclic scaffolds and functionalized pyridines. The ortho-aldehyde and ester groups exhibit complementary reactivity, facilitating nucleophilic additions, condensations, and coupling reactions under mild conditions. Its bench-stable nature and compatibility with diverse functional groups make it ideal for medicinal chemistry campaigns and process development workflows requiring precise molecular design.

Synthesis

Route1
- In-stock
  
  41438-38-4
- ~85%
- In-stock
  
  21908-08-7
References
- Berg, Stefan; Swahn, Britt-Marie; Kolmodin, Karin; Karlstroem, Sofia; Von Berg, Stefan; Soederman, Peter; Holenz, Joerg; Lindstroem, Johan; Sundstroem, Marie; Turek, Dominika; Kihlstroem, Jacob; Slivo, Can; Andersson, Lars; Pyring, David; Rotticci, Didier; Oehberg, Liselotte; Kers, Annika; Bogar, Krisztian; Von Kieseritzky, Fredrik; Bergh, Margareta; Eketjaell, Susanna; Georgievska, Biljana; Jeppsson, Fredrik; Faelting, Johanna; Janson, Juliette; Olsson, Lise-Lotte Journal of Medicinal Chemistry, 2012 , vol. 55, # 21 p. 9346 - 9361,16
Route2
- 207671-42-9
- ~%
- In-stock
  
  21908-08-7
References
- Berg, Stefan; Swahn, Britt-Marie; Kolmodin, Karin; Karlstroem, Sofia; Von Berg, Stefan; Soederman, Peter; Holenz, Joerg; Lindstroem, Johan; Sundstroem, Marie; Turek, Dominika; Kihlstroem, Jacob; Slivo, Can; Andersson, Lars; Pyring, David; Rotticci, Didier; Oehberg, Liselotte; Kers, Annika; Bogar, Krisztian; Von Kieseritzky, Fredrik; Bergh, Margareta; Eketjaell, Susanna; Georgievska, Biljana; Jeppsson, Fredrik; Faelting, Johanna; Janson, Juliette; Olsson, Lise-Lotte Journal of Medicinal Chemistry, 2012 , vol. 55, # 21 p. 9346 - 9361,16

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

Quality Control

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Computational Chemistry Data

TPSA 56.26
LogP 1.0708
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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Ethyl 2-formylisonicotinate

CAS No. 21908-08-7

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