tert-Butyl ((5-bromopyridin-3-yl)methyl)carbamate

Name: tert-Butyl ((5-bromopyridin-3-yl)methyl)carbamate
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CAS No. 943722-24-5
Cat. No. CS-0181572
Purity≥96%
MDL No.None

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FedEx Limited Quantities Ground	$0.00
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tert-Butyl ((5-bromopyridin-3-yl)methyl)carbamate|CS-0181572

Structure of 943722-24-5

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General Information

CAS No. 943722-24-5
Cat. No. CS-0181572
Purity ≥96%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₅BrN₂O₂
Molecular Weight 287.15
Synonym(s) 3-(N-Boc-aminomethyl)-5-bromopyridine
SMILES O=C(OC(C)(C)C)NCC1=CC(Br)=CN=C1

Description

tert-Butyl ((5-bromopyridin-3-yl)methyl)carbamate is a bench-stable, moisture-tolerant building block featuring a brominated pyridine scaffold. This carbamate derivative enables direct coupling in cross-coupling reactions and facilitates selective functionalization at the 5-position of the pyridine ring. The tert-butyl group provides steric protection and simplifies purification, while the pendant methylamine linker offers a versatile handle for downstream modifications.

Application

tert-Butyl ((5-bromopyridin-3-yl)methyl)carbamate serves as a versatile building block for the synthesis of functionalized pyridine derivatives. The bromo group enables palladium-catalyzed cross-coupling reactions, while the carbamate functionality offers stable protection of primary amines under standard reaction conditions. Its bench-stable nature and compatibility with diverse synthetic transformations make it ideal for constructing complex heterocyclic scaffolds in medicinal chemistry and materials science applications.

Synthesis

Route1
- In-stock
  
  135124-70-8
- In-stock
  
  24424-99-5
- ~99%
- In-stock
  
  943722-24-5
References
- COMENTIS, INC.; PURDUE RESEARCH FOUNDATION Patent: WO2009/42694 A1, 2009 ; Location in patent: Page/Page column 119 ; WO 2009/042694 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 : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

Quality Control

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Computational Chemistry Data

TPSA 51.22
LogP 2.8688
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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tert-Butyl ((5-bromopyridin-3-yl)methyl)carbamate

CAS No. 943722-24-5

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