Methyl 3-amino-5-bromobenzoate

Name: Methyl 3-amino-5-bromobenzoate
Brand: ChemScene
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CAS No. 706791-83-5
Cat. No. CS-W019455
Purity≥97%
MDL No.MFCD07786958

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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+
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Methyl 3-amino-5-bromobenzoate|CS-W019455

Structure of 706791-83-5

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General Information

CAS No. 706791-83-5
Cat. No. CS-W019455
Purity ≥97%
MDL No. MFCD07786958
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₈H₈BrNO₂
Molecular Weight 230.06
Synonym(s) Benzoic acid,3-amino-5-bromo-, methyl ester
SMILES O=C(OC)C1=CC(Br)=CC(N)=C1

Description

Methyl 3-amino-5-bromobenzoate features a bromine atom at the para position relative to the ester group, conferring enhanced electrophilic reactivity. The amino substituent enables direct functionalization or coupling reactions under mild conditions. This bench-stable, moisture-tolerant compound integrates readily into synthetic pathways for bioactive molecules and advanced materials.

Application

Methyl 3-amino-5-bromobenzoate serves as a versatile building block in medicinal chemistry and agrochemical synthesis. The ortho-directing amino group enables regioselective functionalization, while the bromine atom supports palladium-catalyzed cross-coupling reactions. Its bench-stable nature and compatibility with standard protecting group strategies facilitate efficient access to complex heterocyclic scaffolds and API intermediates.

Synthesis

Route1
- In-stock
  
  6307-87-5
- ~10%
- In-stock
  
  706791-83-5
References
- Kakuta, Hiroki; Azumaya, Isao; Masu, Hyuma; Matsumura, Mio; Yamaguchi, Kentaro; Kagechika, Hiroyuki; Tanatani, Aya Tetrahedron, 2010 , vol. 66, # 42 p. 8254 - 8260
Route2
- 67-56-1
- In-stock
  
  42237-85-4
- ~93%
- In-stock
  
  706791-83-5
References
- Broch, Sidonie; Heenon, Helne; Debaud, Anne-Laure; Fogeron, Marie-Laure; Bonnefoy-Berard, Nathalie; Anizon, Fabrice; Moreau, Pascale Bioorganic and Medicinal Chemistry, 2010 , vol. 18, # 19 p. 7132 - 7143
Route3
- In-stock
  
  618-95-1
- ~%
- In-stock
  
  706791-83-5
References
- Tetrahedron Letters, , vol. 44, # 7 p. 1469 - 1472

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
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 52.32
LogP 1.8179
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 3-amino-5-bromobenzoate

CAS No. 706791-83-5

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