tert-Butyl 4-(4-bromopyridin-2-yl)piperazine-1-carboxylate

Name: tert-Butyl 4-(4-bromopyridin-2-yl)piperazine-1-carboxylate
Brand: ChemScene
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CAS No. 1197294-80-6
Cat. No. CS-0097693
Purity≥95%
MDL No.MFCD13195778

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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-bromopyridin-2-yl)piperazine-1-carboxylate|CS-0097693

Structure of 1197294-80-6

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General Information

CAS No. 1197294-80-6
Cat. No. CS-0097693
Purity ≥95%
MDL No. MFCD13195778
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₂₀BrN₃O₂
Molecular Weight 342.23
Synonym(s) tert-Butyl 4-(4-bromopyridin-2-yl)piperazine-1-carboxylate, 1-(4-Bromopyridin-2-yl)-4-(tert-butoxycarbonyl)piperazine
SMILES O=C(OC(C)(C)C)N1CCN(CC1)C2=NC=CC(Br)=C2

Description

tert-Butyl 4-(4-bromopyridin-2-yl)piperazine-1-carboxylate features a brominated pyridine moiety coupled to a piperazine scaffold, enabling direct integration into diverse synthetic pathways. The tert-butyl ester group provides stability and facilitates selective deprotection under mild acidic conditions. This compound serves as a key intermediate in the construction of bioactive heterocycles, particularly in medicinal chemistry campaigns targeting kinase inhibitors and CNS modulators.

Application

tert-Butyl 4-(4-bromopyridin-2-yl)piperazine-1-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient access to pyridine-containing scaffolds via Pd-catalyzed cross-coupling reactions. The pendant bromopyridine group facilitates Suzuki, Stille, and Negishi couplings, while the piperazine core offers a handle for further functionalization. The tert-butyl carbamate protection ensures stability during storage and handling, simplifying purification and integration into multi-step syntheses.

Synthesis

Route1
- In-stock
  
  128071-98-7
- 57260-71-6
- ~80%
- In-stock
  
  1197294-80-6
References
- Almirall, S.A.; Vidal Juan, Bernat; Forns Berenguel, Maria Pilar; Castillo Mcquade, Marcos; Erra Sola, Montserrat; Mir Cepeda, Marta Patent: EP2441755 A1, 2012 ; Location in patent: Paragraph 0176 ;

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 45.67
LogP 2.9012
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aliphatic heterocycle compounds Piperazine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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tert-Butyl 4-(4-bromopyridin-2-yl)piperazine-1-carboxylate

CAS No. 1197294-80-6

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