3-Bromo-5-morpholinopyridine

Name: 3-Bromo-5-morpholinopyridine
Brand: ChemScene
Availability: InStock
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CAS No. 200064-13-7
Cat. No. CS-0130493
Molecule weight243.10
Purity≥97%
MDL No.None

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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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Structure of 200064-13-7

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General Information

CAS No. 200064-13-7
Cat. No. CS-0130493
Purity ≥97%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₁BrN₂O
Molecular Weight 243.10
Synonym(s) 4-(5-BROMOPYRIDIN-3-YL)MORPHOLINE
SMILES BrC1=CC(N2CCOCC2)=CN=C1

Description

3-Bromo-5-morpholinopyridine is a versatile heterocyclic building block featuring a brominated pyridine core paired with a morpholine substituent. This combination enables efficient cross-coupling reactions and facilitates integration into bioactive scaffolds. The morpholine moiety enhances solubility and modulates pharmacokinetic properties, while the bromine atom provides a reliable handle for palladium-catalyzed transformations.

Application

3-Bromo-5-morpholinopyridine serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions to construct biaryl and heteroaryl scaffolds. The bromine substituent provides high reactivity in Suzuki, Stille, and Negishi couplings, while the morpholine group enhances solubility and modulates electronic properties. Bench-stable and readily purified by column chromatography, it functions as a key intermediate in the synthesis of kinase inhibitors and other pharmaceutical candidates.

Synthesis

Route1
- 110-91-8
- In-stock
  
  625-92-3
- ~71%
- In-stock
  
  200064-13-7
References
- Bunnelle, William H.; Tietje, Karin R.; Frost, Jennifer M.; Peters, Dan; Ji, Anguo; Li, Tao; Scanio, Marc J. C.; Shi, Lei; Anderson, David J.; Dyhring, Tino; Gronlien, Jens H.; Ween, Hilde; Thorin-Hagene, Kirsten; Meyer, Michael D. Journal of Medicinal Chemistry, 2009 , vol. 52, # 14 p. 4126 - 4141
Route2
- 37828-58-3
- In-stock
  
  625-92-3
- ~72%
- In-stock
  
  200064-13-7
References
- Kienle, Marcel; Dunst, Cora; Knochel, Paul Organic Letters, 2009 , vol. 11, # 22 p. 5158 - 5161

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 25.36
LogP 1.6807
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Morpholine compounds

Key Words

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3-Bromo-5-morpholinopyridine

CAS No. 200064-13-7

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