2-Bromo-5-difluoromethoxy-pyridine

Name: 2-Bromo-5-difluoromethoxy-pyridine
Brand: ChemScene
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CAS No. 845827-14-7
Cat. No. CS-D0409
Purity≥98%
MDL No.MFCD13185842

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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-Bromo-5-difluoromethoxy-pyridine|CS-D0409

Structure of 845827-14-7

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General Information

CAS No. 845827-14-7
Cat. No. CS-D0409
Purity ≥98%
MDL No. MFCD13185842
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₄BrF₂NO
Molecular Weight 224.00
Synonym(s) 2-Bromo-5-(difluoromethoxy)pyridine
SMILES FC(F)OC1=CN=C(Br)C=C1

Description

2-Bromo-5-difluoromethoxy-pyridine features a difluoromethoxy group at the 5-position and a bromine atom at the 2-position, enabling selective cross-coupling reactions. This electron-deficient pyridine serves as a key building block in pharmaceutical synthesis, offering enhanced reactivity and stability under standard conditions.

Application

2-Bromo-5-difluoromethoxy-pyridine serves as a versatile building block in medicinal chemistry and agrochemical synthesis, enabling palladium-catalyzed cross-coupling reactions due to its reactive bromine at C2. The difluoromethoxy group at C5 imparts enhanced metabolic stability and modulates lipophilicity, while the pyridine core provides a robust scaffold for further functionalization. Its bench-stable nature and compatibility with standard coupling protocols facilitate efficient assembly of complex heterocyclic architectures.

Synthesis

Route1
- In-stock
  
  55717-45-8
- In-stock
  
  1895-39-2
- ~62%
- In-stock
  
  845827-14-7
References
- Kmentova, Iveta; Sutherland, Hamish S.; Palmer, Brian D.; Blaser, Adrian; Franzblau, Scott G.; Wan, Baojie; Wang, Yuehong; Ma, Zhenkun; Denny, William A.; Thompson, Andrew M. Journal of Medicinal Chemistry, 2010 , vol. 53, # 23 p. 8421 - 8439
Route2
- In-stock
  
  55717-45-8
- 76-04-0
- ~%
- In-stock
  
  845827-14-7
References
- Biagetti, Matteo; Contini, Stefania Anna; Genski, Thorsten; Guery, Sebastien; Leslie, Colin Philip; Mazzali, Angelica; Pizzi, Domenica Antonia; Sabbatini, Fabio Maria; Seri, Catia Patent: US2009/203705 A1, 2009 ; Location in patent: Page/Page column 29 ; US 20090203705 A1

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 22.12
LogP 2.4455
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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2-Bromo-5-difluoromethoxy-pyridine

CAS No. 845827-14-7

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