Methyl 2-amino-4-trifluoromethyl-5-iodobenzoate

Name: Methyl 2-amino-4-trifluoromethyl-5-iodobenzoate
Brand: ChemScene
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CAS No. 872624-52-7
Cat. No. CS-0039068
Purity≥97%
MDL No.MFCD11111107

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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Methyl 2-amino-4-trifluoromethyl-5-iodobenzoate|CS-0039068

Structure of 872624-52-7

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Description

Methyl 2-amino-4-trifluoromethyl-5-iodobenzoate features a trifluoromethyl group enhancing electron-withdrawal and metabolic stability, while the iodine moiety enables facile palladium-catalyzed cross-coupling. The amino substituent offers a handle for derivatization, and the methyl ester supports downstream transformations. This compound serves as a key intermediate in the synthesis of bioactive molecules and functionalized aromatic scaffolds.

Application

Methyl 2-amino-4-trifluoromethyl-5-iodobenzoate serves as a versatile building block in medicinal chemistry and cross-coupling synthesis. The trifluoromethyl group imparts enhanced metabolic stability and lipophilicity, while the iodo substituent enables palladium-catalyzed coupling reactions such as Suzuki, Stille, or Buchwald-Hartwig arylations. The amino and ester functionalities offer orthogonal handles for further derivatization, facilitating access to complex heterocyclic scaffolds and API intermediates. Bench-stable and compatible with standard purification methods, it supports scalable, multi-step synthetic sequences.

General Information

CAS No. 872624-52-7
Cat. No. CS-0039068
Purity ≥97%
MDL No. MFCD11111107
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₇F₃INO₂
Molecular Weight 345.06
Synonym(s) Methyl 2-amino-5-iodo-4-(trifluoromethyl)benzoate
SMILES COC(=O)C1=CC(=C(C=C1N)C(F)(F)F)I

Computational Chemistry Data

TPSA 52.32
LogP 2.6788
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Safety Information

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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

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Other Classifications

Building Blocks Functional Group Iodide

Building Blocks Functional Group Fluoride

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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Methyl 2-amino-4-trifluoromethyl-5-iodobenzoate

CAS No. 872624-52-7

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