tert-Butyl (5-(bromomethyl)pyridin-2-yl)carbamate

Name: tert-Butyl (5-(bromomethyl)pyridin-2-yl)carbamate
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CAS No. 304873-96-9
Cat. No. CS-0654803
Purity≥97%
MDL No.None

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tert-Butyl (5-(bromomethyl)pyridin-2-yl)carbamate|CS-0654803

Structure of 304873-96-9

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General Information

CAS No. 304873-96-9
Cat. No. CS-0654803
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₅BrN₂O₂
Molecular Weight 287.15
Synonym(s) None
SMILES CC(C)(C)OC(=O)NC1=NC=C(C=C1)CBr

Description

tert-Butyl (5-(bromomethyl)pyridin-2-yl)carbamate features a bromomethyl group at the 5-position of a pyridine ring, enabling efficient late-stage functionalization. The tert-butyl carbamate handle provides stability and compatibility with diverse reaction conditions. This reagent integrates readily into complex molecular architectures under standard coupling protocols.

Application

tert-Butyl (5-(bromomethyl)pyridin-2-yl)carbamate serves as a versatile building block for the synthesis of pyridine-based scaffolds, enabling efficient introduction of a bromomethyl handle at the 5-position. The carbamate group provides stability and orthogonal protection, while the pendant bromide facilitates subsequent cross-coupling reactions such as Suzuki-Miyaura or Buchwald-Hartwig transformations. Its bench-stable nature and compatibility with diverse reaction conditions make it well-suited for medicinal chemistry campaigns and API intermediate development.

Safety Information

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GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 1759
Class : 8	Packing Group : Ⅲ
Hazard Statements : H302-H314
Precautionary Statements : P260-P264-P270-P280-P301+P330+P331-P304+P340-P330-P363-P405-P501

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Computational Chemistry Data

TPSA 51.22
LogP 3.3235
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Bromine

Building Blocks Functional Group Amide

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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tert-Butyl (5-(bromomethyl)pyridin-2-yl)carbamate

CAS No. 304873-96-9

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