2-Chloro-5-methylpyridine-3,4-diamine

Name: 2-Chloro-5-methylpyridine-3,4-diamine
Brand: ChemScene
Availability: InStock
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CAS No. 18232-91-2
Cat. No. CS-0152870
Purity≥96%
MDL No.MFCD09953778

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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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2-Chloro-5-methylpyridine-3,4-diamine|CS-0152870

Structure of 18232-91-2

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General Information

CAS No. 18232-91-2
Cat. No. CS-0152870
Purity ≥96%
MDL No. MFCD09953778
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₈ClN₃
Molecular Weight 157.60
Synonym(s) 4,5-diamino-6-chloro-3-methylpyridine
SMILES CC1=CN=C(C(=C1N)N)Cl

Description

2-Chloro-5-methylpyridine-3,4-diamine features a pyridine core with strategically positioned chloro and methyl groups, enabling selective functionalization. The diamine moiety provides dual amine handles for coupling reactions, while the electron-deficient ring enhances reactivity in nucleophilic substitution processes. This compound serves as a key intermediate in pharmaceutical synthesis.

Application

2-Chloro-5-methylpyridine-3,4-diamine serves as a versatile building block in medicinal chemistry, enabling efficient construction of pyridine-based heterocycles. Its chloro group facilitates Suzuki-Miyaura and Buchwald-Hartwig couplings, while the diamine functionality supports diverse functionalization via alkylation or acylation. Bench-stable and readily purified, it functions effectively in multi-step synthesis workflows requiring orthogonality and compatibility with common protecting groups.

Synthesis

Route1
- 1003-73-2
- ~%
- In-stock
  
  18232-91-2
References
- Irani, Rostem J.; SantaLucia Jr., John Nucleosides, Nucleotides and Nucleic Acids, 2002 , vol. 21, # 11-12 p. 737 - 751
Route2
- 1074-98-2
- ~%
- In-stock
  
  18232-91-2
References
- Irani, Rostem J.; SantaLucia Jr., John Nucleosides, Nucleotides and Nucleic Acids, 2002 , vol. 21, # 11-12 p. 737 - 751
Route3
- 18227-67-3
- ~29%
- In-stock
  
  18232-91-2
References
- Irani, Rostem J.; SantaLucia Jr., John Nucleosides, Nucleotides and Nucleic Acids, 2002 , vol. 21, # 11-12 p. 737 - 751

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 64.93
LogP 1.20782
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

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2-Chloro-5-methylpyridine-3,4-diamine

CAS No. 18232-91-2

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