Methyl 1-(5-Bromopyrimidin-2-yl)piperidine-4-carboxylate

Name: Methyl 1-(5-Bromopyrimidin-2-yl)piperidine-4-carboxylate
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CAS No. 914347-01-6
Cat. No. CS-0099420
Molecule weight300.16
Purity≥98%
MDL No.MFCD08275691

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Methyl 1-(5-Bromopyrimidin-2-yl)piperidine-4-carboxylate|CS-0099420

Structure of 914347-01-6

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General Information

CAS No. 914347-01-6
Cat. No. CS-0099420
Purity ≥98%
MDL No. MFCD08275691
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₄BrN₃O₂
Molecular Weight 300.16
Synonym(s) None
SMILES O=C(OC)C1CCN(C2=NC=C(Br)C=N2)CC1

Description

Methyl 1-(5-bromopyrimidin-2-yl)piperidine-4-carboxylate features a brominated pyrimidine moiety linked to a piperidine scaffold, enabling direct integration into diverse synthetic pathways. The ester group offers tunable reactivity, while the electron-deficient heterocycle facilitates cross-coupling and nucleophilic substitution reactions under standard conditions. This compound serves as a key building block for functionalized pharmaceutical intermediates.

Application

Methyl 1-(5-bromopyrimidin-2-yl)piperidine-4-carboxylate serves as a versatile building block for the synthesis of pyrimidine-containing heterocycles, enabling efficient Suzuki-Miyaura and Buchwald-Hartwig coupling reactions. The bromopyrimidine moiety offers high reactivity in palladium-catalyzed transformations, while the piperidine carboxylate functionality provides excellent functional group tolerance and stability under standard reaction conditions. This compound facilitates rapid access to biologically relevant scaffolds used in medicinal chemistry and process development.

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-H332-H335
Precautionary Statements : P261-P280-P302+P352

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Computational Chemistry Data

TPSA 55.32
LogP 1.6285
H_Acceptors 5
H_Donors 0
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Key Words

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Methyl 1-(5-Bromopyrimidin-2-yl)piperidine-4-carboxylate

CAS No. 914347-01-6

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