5-Cyclopropyl-2-methoxynicotinaldehyde

Name: 5-Cyclopropyl-2-methoxynicotinaldehyde
Brand: ChemScene
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CAS No. 888499-98-7
Cat. No. CS-0043697
Molecule weight177.20
Purity≥98%
MDL No.None

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Excepted Quantity	$0.00
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5-Cyclopropyl-2-methoxynicotinaldehyde|CS-0043697

Structure of 888499-98-7

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General Information

CAS No. 888499-98-7
Cat. No. CS-0043697
Purity ≥98%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₁NO₂
Molecular Weight 177.20
Synonym(s) 5-cyclopropyl-2-methoxypyridine-3-carbaldehyde
SMILES O=CC1=C(OC)N=CC(C2CC2)=C1

Description

5-Cyclopropyl-2-methoxynicotinaldehyde is a bench-stable, electron-deficient aldehyde featuring a cyclopropyl group at the 5-position and a methoxy substituent at the 2-position of the pyridine ring. This combination enhances solubility and modulates reactivity, enabling efficient coupling in transition-metal-catalyzed transformations. The aldehyde moiety serves as a direct handle for C–C bond formation via nucleophilic addition or imine synthesis.

Application

5-Cyclopropyl-2-methoxynicotinaldehyde serves as a versatile building block in medicinal chemistry, enabling efficient access to bioactive heterocycles via condensation and coupling reactions. Its aldehyde functionality exhibits excellent stability and compatibility with diverse functional groups, facilitating straightforward purification and integration into complex molecular architectures. The cyclopropyl and methoxy substituents provide favorable steric and electronic profiles, enhancing metabolic stability and target binding affinity in API development workflows.

Synthesis

Route1
- 888499-97-6
- ~%
- In-stock
  
  888499-98-7
References
- MERCK and CO., INC. Patent: WO2006/60108 A1, 2006 ; Location in patent: Page/Page column 36; 38 ; WO 2006/060108 A1

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 1.7801
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 3

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Key Words

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5-Cyclopropyl-2-methoxynicotinaldehyde

CAS No. 888499-98-7

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