Methyl 3-amino-5-(trifluoromethyl)benzoate

Name: Methyl 3-amino-5-(trifluoromethyl)benzoate
Brand: ChemScene
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CAS No. 22235-25-2
Cat. No. CS-W006248
Purity≥95%
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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Methyl 3-amino-5-(trifluoromethyl)benzoate|CS-W006248

Structure of 22235-25-2

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General Information

CAS No. 22235-25-2
Cat. No. CS-W006248
Purity ≥95%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₈F₃NO₂
Molecular Weight 219.16
Synonym(s) Benzoic acid, 3-amino-5-(trifluoromethyl)-, methyl ester
SMILES O=C(OC)C1=CC(C(F)(F)F)=CC(N)=C1

Description

Methyl 3-amino-5-(trifluoromethyl)benzoate features a trifluoromethyl group that imparts enhanced electron-withdrawing character and metabolic stability, while the amino functionality enables direct derivatization. This scaffold integrates readily into pharmaceutical intermediates and functional materials under standard conditions.

Application

Methyl 3-amino-5-(trifluoromethyl)benzoate serves as a versatile building block in medicinal chemistry, enabling direct incorporation of electron-withdrawing trifluoromethyl and amino functionalities into heterocyclic scaffolds. Its stability under standard synthetic conditions facilitates nucleophilic substitution, palladium-catalyzed coupling, and electrophilic functionalization. The methyl ester group offers convenient derivatization potential, while the ortho-amino and para-trifluoromethyl substituents provide complementary reactivity for sequential transformations in API development.

Synthesis

Route1
- In-stock
  
  22227-63-0
- ~98%
- In-stock
  
  22235-25-2
References
- EXELIXIS, INC.; ANAND, Neel, Kumar; BROWN, S., David; TESFAI, Zerom; ZAHARIA, Cristiana, A. Patent: WO2012/37132 A1, 2012 ; Location in patent: Page/Page column 47 ; WO 2012/037132 A1
Route2
- In-stock
  
  328-80-3
- ~%
- In-stock
  
  22235-25-2
References
- Bioorganic and Medicinal Chemistry, , vol. 14, # 12 p. 4158 - 4181

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 2.0742
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

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 3-amino-5-(trifluoromethyl)benzoate

CAS No. 22235-25-2

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