Ethyl 4-amino-3-iodobenzoate

Name: Ethyl 4-amino-3-iodobenzoate
Brand: ChemScene
Availability: InStock
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CAS No. 62875-84-7
Cat. No. CS-0095606
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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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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Structure of 62875-84-7

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General Information

CAS No. 62875-84-7
Cat. No. CS-0095606
Purity ≥97%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₀INO₂
Molecular Weight 291.09
Synonym(s) 3-iodobenzocaine
SMILES O=C(OCC)C1=CC=C(N)C(I)=C1

Description

Ethyl 4-amino-3-iodobenzoate features a para-amino group and a meta-iodo substituent on the benzoate scaffold, enabling selective cross-coupling reactions. This bench-stable, moisture-tolerant reagent integrates efficiently into late-stage functionalization workflows, delivering access to complex aromatic architectures with minimal purification overhead.

Application

Ethyl 4-amino-3-iodobenzoate serves as a versatile building block in medicinal chemistry and cross-coupling synthesis. The iodine moiety enables reliable Suzuki, Stille, and Negishi reactions, while the amino and ester groups offer orthogonal functionalization potential. Bench-stable and readily purified by recrystallization, it facilitates efficient access to substituted benzimidazoles, biaryls, and heterocyclic scaffolds relevant to drug discovery.

Synthesis

Route1
- In-stock
  
  94-09-7
- ~98%
- In-stock
  
  62875-84-7
References
- Hirschfeld; Buschauer; Elz; Schunack; Ruat; Traiffort; Schwartz Journal of Medicinal Chemistry, 1992 , vol. 35, # 12 p. 2231 - 2238
Route2
- 7553-56-2
- In-stock
  
  94-09-7
- ~%
- In-stock
  
  62875-84-7
References
- DuPont Pharmaceuticals Company Patent: US6342503 B1, 2002 ; Location in patent: Example 30 ; US 6342503 B1
Route3
- 64-17-5
- In-stock
  
  2122-63-6
- ~%
- In-stock
  
  62875-84-7
References
- Frejka; Pirkl Cesko-Slovenska Farmacie, 1952 , vol. 1, p. 309,312 Chem.Abstr., 1952 , p. 11583

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 52.32
LogP 2.0501
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Iodide

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

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Ethyl 4-amino-3-iodobenzoate

CAS No. 62875-84-7

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