3-Amino-5-fluoropicolinaldehyde

Name: 3-Amino-5-fluoropicolinaldehyde
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CAS No. 1289114-66-4
Cat. No. CS-0198904
Purity≥97%
MDL No.None

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3-Amino-5-fluoropicolinaldehyde|CS-0198904

Structure of 1289114-66-4

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General Information

CAS No. 1289114-66-4
Cat. No. CS-0198904
Purity ≥97%
MDL No. None
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅FN₂O
Molecular Weight 140.12
Synonym(s) 3-aMino-5-fluoropyridine-2-carbaldehyde
SMILES O=CC1=NC=C(F)C=C1N

Description

3-Amino-5-fluoropicolinaldehyde features a strategically positioned amino group and fluorine atom on the picolinaldehyde scaffold, enabling enhanced reactivity in nucleophilic addition processes. The electron-donating amine and electron-withdrawing fluorine create a polarized framework ideal for coupling reactions. This bench-stable derivative facilitates efficient synthesis of functionalized heterocycles and bioactive scaffolds under standard conditions.

Application

3-Amino-5-fluoropicolinaldehyde serves as a versatile building block in medicinal chemistry, enabling efficient construction of heterocyclic scaffolds via condensation and cyclization reactions. Its ortho-amino and aldehyde functionalities exhibit complementary reactivity, facilitating rapid access to substituted pyridines and fused ring systems. The fluorine substituent enhances metabolic stability and modulates electronic properties, while the aldehyde group allows for facile derivatization through imine formation or reductive amination. Bench-stable and compatible with standard synthetic workflows, it functions as a key intermediate in API development and target-oriented synthesis.

Safety Information

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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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 55.98
LogP 0.6154
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Aldehyde

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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3-Amino-5-fluoropicolinaldehyde

CAS No. 1289114-66-4

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