5-Bromo-2-methoxy-3-(trifluoromethyl)pyridine

Name: 5-Bromo-2-methoxy-3-(trifluoromethyl)pyridine
Brand: ChemScene
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CAS No. 1214377-42-0
Cat. No. CS-W005196
Purity≥98%
MDL No.MFCD13185815

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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-Bromo-2-methoxy-3-(trifluoromethyl)pyridine|CS-W005196

Structure of 1214377-42-0

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General Information

CAS No. 1214377-42-0
Cat. No. CS-W005196
Purity ≥98%
MDL No. MFCD13185815
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₅BrF₃NO
Molecular Weight 256.02
Synonym(s) 5-broMo-3-(trifluoroMethyl)-2-Methoxypyridine
SMILES BrC1=CN=C(C(=C1)C(F)(F)F)OC

Description

5-Bromo-2-methoxy-3-(trifluoromethyl)pyridine features a trifluoromethyl group that enhances electron deficiency and metabolic stability, while the bromo and methoxy substituents enable selective cross-coupling reactions. This pyridine scaffold integrates readily into pharmaceutical intermediates requiring halogen-directed functionalization under standard conditions.

Application

5-Bromo-2-methoxy-3-(trifluoromethyl)pyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its reactive bromide and electron-deficient pyridine core. The methoxy and trifluoromethyl groups provide orthogonal functional handles for further derivatization, while the molecule exhibits excellent bench stability and compatibility with standard purification techniques.

Synthesis

Route1
- In-stock
  
  121643-44-5
- ~74%
- In-stock
  
  1214377-42-0
References
- NOVARTIS AG; COOKE, Nigel Graham; FERNANDES GOMES DOS SANTOS, Paulo Antonio; FURET, Pascal; HEBACH, Christina; HÖGENAUER, Klemens; HOLLINGWORTH, Gregory; KALIS, Christoph; LEWIS, Ian; SMITH, Alexander Baxter; SOLDERMANN, Nicolas; STAUFFER, Frédéric; STRANG, Ross; STOWASSER, Frank; TUFILLI, Nicola; VON MATT, Anette; WOLF, Romain; ZECRI, Frédéric Patent: WO2013/88404 A1, 2013 ; Location in patent: Page/Page column 73; 74 ;
Route2
- In-stock
  
  65753-47-1
- ~%
- In-stock
  
  1214377-42-0
References
- WO2013/57711 A1, ; WO 2013/057711 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 2.8715
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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5-Bromo-2-methoxy-3-(trifluoromethyl)pyridine

CAS No. 1214377-42-0

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