(2-Bromo-5-methoxyphenyl)methanamine

Name: (2-Bromo-5-methoxyphenyl)methanamine
Brand: ChemScene
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CAS No. 887581-09-1
Cat. No. CS-0150437
Purity≥98%
MDL No.MFCD07786684

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Type	HazMat Fee
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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(2-Bromo-5-methoxyphenyl)methanamine|CS-0150437

Structure of 887581-09-1

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General Information

CAS No. 887581-09-1
Cat. No. CS-0150437
Purity ≥98%
MDL No. MFCD07786684
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₁₀BrNO
Molecular Weight 216.08
Synonym(s) 2-BROMO-5-METHOXYBENZYLAMINE
SMILES COC1=CC=C(C(=C1)CN)Br

Description

(2-Bromo-5-methoxyphenyl)methanamine features a brominated aromatic ring bearing a methoxy group and a primary amine at the benzylic position. This trifunctional scaffold enables direct coupling in cross-coupling reactions, facilitates conjugation in bioconjugate chemistry, and serves as a key intermediate in synthesizing functionalized arylamines for medicinal chemistry applications.

Application

(2-Bromo-5-methoxyphenyl)methanamine serves as a versatile building block for the synthesis of biologically active heterocycles and pharmaceutical intermediates. Its bromo group enables palladium-catalyzed cross-coupling reactions, while the methoxy and primary amine functionalities offer orthogonal handles for further derivatization. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic campaigns in medicinal chemistry and process development.

Synthesis

Route1
- In-stock
  
  7507-86-0
- ~95%
- In-stock
  
  887581-09-1
References
- Satyanarayana, Gedu; Maier, Martin E. Tetrahedron, 2012 , vol. 68, # 6 p. 1745 - 1749
Route2
- In-stock
  
  138642-47-4
- ~34%
- In-stock
  
  887581-09-1
References
- INCYTE CORPORATION Patent: US2010/190804 A1, 2010 ; Location in patent: Page/Page column 75-76 ; US 20100190804 A1
Route3
- 99848-43-8
- ~48%
- In-stock
  
  887581-09-1
References
- Millennium Pharmaceuticals, Inc. Patent: US2008/171754 A1, 2008 ; Location in patent: Page/Page column 105 ; US 20080171754 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 35.25
LogP 1.9164
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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(2-Bromo-5-methoxyphenyl)methanamine

CAS No. 887581-09-1

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