7-Bromo-4-methoxyquinoline

Name: 7-Bromo-4-methoxyquinoline
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 1065092-89-8
Cat. No. CS-0187254
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 1065092-89-8

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General Information

CAS No. 1065092-89-8
Cat. No. CS-0187254
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₈BrNO
Molecular Weight 238.08
Synonym(s) None
SMILES COC1=CC=NC2=C1C=CC(=C2)Br

Description

7-Bromo-4-methoxyquinoline is a heterocyclic scaffold featuring a bromine atom at the 7-position and a methoxy group at the 4-position, enabling selective functionalization in transition metal-catalyzed coupling reactions. This electron-deficient quinoline derivative exhibits enhanced solubility and stability under standard conditions, facilitating its use in medicinal chemistry and materials synthesis.

Application

7-Bromo-4-methoxyquinoline serves as a versatile building block in medicinal chemistry and catalytic synthesis, enabling palladium-catalyzed cross-coupling reactions due to its well-defined bromine electrophilicity. The methoxy group enhances solubility and modulates electronic properties, while the quinoline core provides a rigid scaffold for bioactive molecule development. Its bench-stable nature and compatibility with standard purification methods facilitate reliable use in multi-step syntheses.

Synthesis

Route1
- In-stock
  
  75090-52-7
- 124-41-4
- ~49%
- In-stock
  
  1065092-89-8
References
- BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; BAeRFACKER, Lars; KAST, Raimund; GRIEBENOW, Nils; MEIER, Heinrich; KOLKHOF, Peter; ALBRECHT-KUePPER, Barbara; NITSCHE, Adam; STASCH, Johannes-Peter; SCHNEIDER, Dirk; TEUSCH, Nicole; RUDOLPH, Joachim; WHELAN, James; BULLOCK, William; PLEASIC-WILLIAMS, Susan Patent: WO2010/20363 A1, 2010 ; Location in patent: Page/Page column 133-134 ;

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 22.12
LogP 3.0059
H_Acceptors 2
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds quinoline compounds

Key Words

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7-Bromo-4-methoxyquinoline

CAS No. 1065092-89-8

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