2-Amino-6-chloronicotinaldehyde

Name: 2-Amino-6-chloronicotinaldehyde
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CAS No. 58584-61-5
Cat. No. CS-0088194
Purity≥97%
MDL No.MFCD13190075

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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2-Amino-6-chloronicotinaldehyde|CS-0088194

Structure of 58584-61-5

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General Information

CAS No. 58584-61-5
Cat. No. CS-0088194
Purity ≥97%
MDL No. MFCD13190075
Storage 4°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₅ClN₂O
Molecular Weight 156.57
Synonym(s) 2-AMino-6-chloro-pyridine-3-carbaldehyde
SMILES O=CC1=CC=C(Cl)N=C1N

Description

2-Amino-6-chloronicotinaldehyde features a strategically positioned amino group and chloro substituent on the nicotinaldehyde scaffold, enabling selective reactivity in heterocyclic synthesis. This electron-deficient aldehyde integrates readily into advanced intermediates for pharmaceutical development, offering enhanced stability under standard bench conditions.

Application

2-Amino-6-chloronicotinaldehyde serves as a versatile building block in medicinal chemistry, enabling the synthesis of heterocyclic scaffolds via condensation and cyclization reactions. Its dual functionality—amine and aldehyde groups—supports diverse transformations, including imine formation and Ugi-type multicomponent reactions. The chlorine substituent enhances electrophilic reactivity and facilitates further functionalization. Bench-stable and amenable to standard purification protocols, it functions reliably in scale-up processes and combinatorial library 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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 55.98
LogP 1.1297
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Aldehyde

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Amino-6-chloronicotinaldehyde

CAS No. 58584-61-5

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