2-Chloro-4-methoxy-6-methyl-3-nitropyridine

Name: 2-Chloro-4-methoxy-6-methyl-3-nitropyridine
Brand: ChemScene
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CAS No. 179056-94-1
Cat. No. CS-0153353
Purity≥95%
MDL No.MFCD20040427

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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-4-methoxy-6-methyl-3-nitropyridine|CS-0153353

Structure of 179056-94-1

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General Information

CAS No. 179056-94-1
Cat. No. CS-0153353
Purity ≥95%
MDL No. MFCD20040427
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₇ClN₂O₃
Molecular Weight 202.60
Synonym(s) 2-chloro-4-methoxy-6-methyl-3-nitro-pyridine
SMILES CC1=CC(=C(C(=N1)Cl)[N+](=O)[O-])OC

Description

2-Chloro-4-methoxy-6-methyl-3-nitropyridine features a nitro group at C3 and a chloro substituent at C2, enabling efficient coupling in cross-coupling reactions. The methoxy and methyl groups enhance solubility and electronic modulation, while the pyridine core offers stability under standard conditions. This compound serves as a key intermediate in medicinal chemistry for constructing nitrogen-rich heterocycles.

Application

2-Chloro-4-methoxy-6-methyl-3-nitropyridine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its reactive chloropyridine moiety. The methoxy and methyl groups provide steric and electronic modulation, enhancing regioselectivity in subsequent transformations. Its bench-stable nature and compatibility with common protecting group strategies facilitate efficient access to complex pyridine-based scaffolds for medicinal chemistry and agrochemical development.

Synthesis

Route1
- In-stock
  
  63897-12-1
- 124-41-4
- ~75%
- In-stock
  
  179056-94-1
References
- Tanaka, Akira; Terasawa, Takeshi; Hagihara, Hiroyuki; Ishibe, Noriko; Sawada, Masae; Sakuma, Yuri; Hashimoto, Masaharu; Takasugi, Hisashi; Tanaka, Hirokazu Journal of Medicinal Chemistry, 1998 , vol. 41, # 22 p. 4408 - 4420

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 65.26
LogP 1.96022
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

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2-Chloro-4-methoxy-6-methyl-3-nitropyridine

CAS No. 179056-94-1

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