3-Bromo-2-chloro-4-methyl-5-nitropyridine

Name: 3-Bromo-2-chloro-4-methyl-5-nitropyridine
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 1049706-73-1
Cat. No. CS-0147198
Purity≥98%
MDL No.MFCD12024452

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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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3-Bromo-2-chloro-4-methyl-5-nitropyridine|CS-0147198

Structure of 1049706-73-1

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General Information

CAS No. 1049706-73-1
Cat. No. CS-0147198
Purity ≥98%
MDL No. MFCD12024452
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄BrClN₂O₂
Molecular Weight 251.47
Synonym(s) 3-Bromo-2-chloro-4-methyl-5-nitro-pyridine
SMILES O=[N+](C1=CN=C(Cl)C(Br)=C1C)[O-]

Description

3-Bromo-2-chloro-4-methyl-5-nitropyridine features a densely functionalized pyridine core with complementary electrophilic sites for cross-coupling and nucleophilic substitution. The nitro group enhances reactivity at C5, while the methyl substituent provides steric and electronic modulation. This compound serves as a versatile intermediate in medicinal chemistry and agrochemical synthesis.

Application

3-Bromo-2-chloro-4-methyl-5-nitropyridine serves as a versatile building block in heterocyclic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its orthogonal halogen reactivity. The bromo group facilitates selective functionalization under standard Suzuki or Stille conditions, while the chloro and nitro substituents provide complementary reactivity and electronic modulation. Bench-stable and compatible with common protecting group strategies, it functions effectively in the construction of substituted pyridine scaffolds relevant to medicinal chemistry and agrochemical research.

Synthesis

Route1
- In-stock
  
  1049706-72-0
- ~%
- In-stock
  
  1049706-73-1
References
- Pryde, David C.; Webster, Rob; Butler, Scott L.; Murray, Edward J.; Whitby, Kevin; Pickford, Chris; Westby, Mike; Palmer, Michael J.; Bull, David J.; Vuong, Hannah; Blakemore, David C.; Stead, Darren; Ashcroft, Christopher; Gardner, Iain; Bru, Claire; Cheung, Wai-Yee; Roberts, Ieuan O.; Morton, Jennifer; Bissell, Richard A. MedChemComm, 2013 , vol. 4, # 4 p. 709 - 719
Route2
- In-stock
  
  21901-41-7
- ~%
- In-stock
  
  1049706-73-1
References
- Pryde, David C.; Webster, Rob; Butler, Scott L.; Murray, Edward J.; Whitby, Kevin; Pickford, Chris; Westby, Mike; Palmer, Michael J.; Bull, David J.; Vuong, Hannah; Blakemore, David C.; Stead, Darren; Ashcroft, Christopher; Gardner, Iain; Bru, Claire; Cheung, Wai-Yee; Roberts, Ieuan O.; Morton, Jennifer; Bissell, Richard A. MedChemComm, 2013 , vol. 4, # 4 p. 709 - 719

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 56.03
LogP 2.71412
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Nitro compounds

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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3-Bromo-2-chloro-4-methyl-5-nitropyridine

CAS No. 1049706-73-1

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