tert-Butyl 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate

Name: tert-Butyl 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate
Brand: ChemScene
Availability: InStock
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CAS No. 374930-88-8
Cat. No. CS-W023002
Purity≥97%
MDL No.MFCD07375175

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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+
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tert-Butyl 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate|CS-W023002

Structure of 374930-88-8

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General Information

CAS No. 374930-88-8
Cat. No. CS-W023002
Purity ≥97%
MDL No. MFCD07375175
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₁₉BrN₄O₂
Molecular Weight 343.22
Synonym(s) 5-Bromo-2-(4-boc-piperazin-1-yl)pyrimidine
SMILES O=C(N1CCN(C2=NC=C(Br)C=N2)CC1)OC(C)(C)C

Description

tert-Butyl 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate features a brominated pyrimidine moiety linked to a piperazine scaffold, enabling direct incorporation into medicinal chemistry campaigns. This bench-stable building block delivers efficient access to kinase inhibitors and other bioactive heterocycles through palladium-catalyzed cross-coupling reactions.

Application

tert-Butyl 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate serves as a versatile building block in medicinal chemistry, enabling efficient access to pyrimidine-containing scaffolds. The bromine substituent facilitates palladium-catalyzed cross-coupling reactions, while the tert-butyl piperazine carboxylate group offers stability and convenient deprotection under mild acidic conditions. Its functional group tolerance supports integration into complex molecules for drug discovery applications.

Synthesis

Route1
- In-stock
  
  32779-36-5
- 57260-71-6
- ~%
- In-stock
  
  374930-88-8
References
- EP1956009 A1, ; Page/Page column 98 ;

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS06
Signal Word : Danger	UN#: 2811
Class : 6.1	Packing Group : Ⅲ
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 58.56
LogP 2.2962
H_Acceptors 5
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 Pyrimidine compounds

Key Words

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tert-Butyl 4-(5-bromopyrimidin-2-yl)piperazine-1-carboxylate

CAS No. 374930-88-8

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