tert-Butyl ((4-bromopyridin-2-yl)methyl)carbamate

Name: tert-Butyl ((4-bromopyridin-2-yl)methyl)carbamate
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CAS No. 1060813-12-8
Cat. No. CS-0154377
Purity≥95%
MDL No.MFCD13189516

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FedEx Limited Quantities Ground	$0.00
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tert-Butyl ((4-bromopyridin-2-yl)methyl)carbamate|CS-0154377

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General Information

CAS No. 1060813-12-8
Cat. No. CS-0154377
Purity ≥95%
MDL No. MFCD13189516
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₅BrN₂O₂
Molecular Weight 287.15
Synonym(s) Carbamic acid, N-[(4-bromo-2-pyridinyl)methyl]-, 1,1-dimethylethyl ester
SMILES CC(C)(OC(NCC1=NC=CC(Br)=C1)=O)C

Description

tert-Butyl ((4-bromopyridin-2-yl)methyl)carbamate delivers a protected pyridylmethyl scaffold with a bromine handle at the 4-position, enabling direct functionalization in cross-coupling reactions. The tert-butyl carbamate group ensures stability and ease of removal under mild acidic conditions, while the electron-deficient pyridine ring supports efficient metal-catalyzed transformations. This compound serves as a key intermediate in the synthesis of bioactive heterocycles and pharmaceutical candidates.

Application

tert-Butyl ((4-bromopyridin-2-yl)methyl)carbamate serves as a versatile building block in medicinal chemistry, enabling the efficient installation of a brominated pyridine handle for subsequent cross-coupling reactions. The carbamate group provides excellent stability under standard reaction conditions and facilitates straightforward deprotection to reveal the primary amine. Its compatibility with palladium-catalyzed coupling protocols makes it ideal for constructing complex heterocyclic architectures and functionalized scaffolds in API development workflows.

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

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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 ((4-bromopyridin-2-yl)methyl)carbamate

CAS No. 1060813-12-8

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