tert-Butyl 4-(4-amino-2-fluorophenyl)tetrahydro-1(2H)-pyrazinecarboxylate

Name: tert-Butyl 4-(4-amino-2-fluorophenyl)tetrahydro-1(2H)-pyrazinecarboxylate
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 154590-35-9
Cat. No. CS-M3008
Purity≥97%
MDL No.MFCD08443960

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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tert-Butyl 4-(4-amino-2-fluorophenyl)tetrahydro-1(2H)-pyrazinecarboxylate|CS-M3008

Structure of 154590-35-9

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General Information

CAS No. 154590-35-9
Cat. No. CS-M3008
Purity ≥97%
MDL No. MFCD08443960
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₅H₂₂FN₃O₂
Molecular Weight None
Synonym(s) 3-Fluoro-4-(4-Boc-1-piperazinyl)aniline; 3-Fluoro-4-[4-(tert-butoxycarbonyl)piperazin-1-yl]aniline; 4-(4-Amino-2-fluorophenyl)piperazine-1-carboxylic acid tert-butyl este; Tert-butyl 4-(4-amino-2-fluorophenyl)piperazine-1-carboxylate
SMILES FC1=CC(N)=CC=C1N2CCN(C(OC(C)(C)C)=O)CC2

Description

tert-Butyl 4-(4-amino-2-fluorophenyl)tetrahydro-1(2H)-pyrazinecarboxylate features a fluorinated aryl amine coupled to a stable tetrahydropyrazine scaffold, enabling direct incorporation into diverse pharmaceutical intermediates. The tert-butyl ester group provides enhanced solubility and stability under standard conditions, facilitating downstream functionalization without decomposition.

Application

tert-Butyl 4-(4-amino-2-fluorophenyl)tetrahydro-1(2H)-pyrazinecarboxylate serves as a versatile building block for medicinal chemistry, enabling efficient access to fluorinated heterocyclic scaffolds. The protected amine and electron-deficient pyrazine core facilitate palladium-catalyzed cross-coupling reactions and functional group interconversions. Its bench-stable nature and compatibility with standard purification protocols support scalable synthesis of bioactive molecules.

Synthesis

Route1
- In-stock
  
  154590-34-8
- ~96%
- In-stock
  
  154590-35-9
References
- Dong Wha Pharm. Co., Ltd. Patent: EP2394993 A2, 2011 ; Location in patent: Page/Page column 23 ;
Route2
- In-stock
  
  369-34-6
- ~%
- In-stock
  
  154590-35-9
References
- Bioorganic and Medicinal Chemistry Letters, , vol. 15, # 19 p. 4261 - 4267
Route3
- 57260-71-6
- ~%
- In-stock
  
  154590-35-9
References
- EP2394993 A2, ; US2011/306606 A1, ; US 20110306606 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-H312-H332
Precautionary Statements : P260-P261-P264-P270-P271-P280-P301+P310-P302+P352-P304+P340-P304+P341-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362+P364-P363-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 58.8
LogP 2.465
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Fluoride

Building Blocks Skeleton Aliphatic heterocycle compounds Piperazine compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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tert-Butyl 4-(4-amino-2-fluorophenyl)tetrahydro-1(2H)-pyrazinecarboxylate

CAS No. 154590-35-9

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