5-Chloro-2-hydrazinylpyridine

Name: 5-Chloro-2-hydrazinylpyridine
Brand: ChemScene
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CAS No. 27032-63-9
Cat. No. CS-W005325
Purity≥97%
MDL No.MFCD07786313

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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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5-Chloro-2-hydrazinylpyridine|CS-W005325

Structure of 27032-63-9

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General Information

CAS No. 27032-63-9
Cat. No. CS-W005325
Purity ≥97%
MDL No. MFCD07786313
Storage -20°C, protect from light, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₆ClN₃
Molecular Weight 143.57
Synonym(s) (5-CHLORO-PYRIDIN-2-YL)-HYDRAZINE
SMILES NNC1=NC=C(Cl)C=C1

Description

5-Chloro-2-hydrazinylpyridine features a reactive hydrazino group positioned ortho to a chlorine-bearing pyridine ring, enabling selective coupling reactions in heterocyclic synthesis. This bench-stable scaffold integrates readily into bioactive molecule design, particularly for targeting electron-deficient aromatic systems.

Application

5-Chloro-2-hydrazinylpyridine serves as a versatile building block in heterocyclic synthesis, enabling efficient access to pyridazine and triazine scaffolds via cyclization reactions. The hydrazinyl group facilitates regioselective coupling with carbonyl compounds and electrophiles, while the chloropyridine moiety supports palladium-catalyzed cross-coupling transformations. Bench-stable and compatible with common protecting groups, it functions effectively in multi-step synthetic sequences for medicinal chemistry applications.

Synthesis

Route1
- In-stock
  
  16110-09-1
- ~84%
- In-stock
  
  27032-63-9
References
- Hapuarachchige, Sudath; Montano, Gilbert; Ramesh, Chinnasamy; Rodriguez, Delany; Henson, Lauren H.; Williams, Casey C.; Kadavakkollu, Samuel; Johnson, Dennis L.; Shuster, Charles B.; Arterburn, Jeffrey B. Journal of the American Chemical Society, 2011 , vol. 133, # 17 p. 6780 - 6790

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 50.94
LogP 1.0206
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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5-Chloro-2-hydrazinylpyridine

CAS No. 27032-63-9

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