N-Boc-2-Amino-5-bromopyrimidine

Name: N-Boc-2-Amino-5-bromopyrimidine
Brand: ChemScene
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CAS No. 883231-23-0
Cat. No. CS-W007068
Purity≥97%
MDL No.MFCD13188600

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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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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N-Boc-2-Amino-5-bromopyrimidine|CS-W007068

Structure of 883231-23-0

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General Information

CAS No. 883231-23-0
Cat. No. CS-W007068
Purity ≥97%
MDL No. MFCD13188600
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₂BrN₃O₂
Molecular Weight 274.11
Synonym(s) Tert-butyl (5-bromopyrimidin-2-YL)carbamate
SMILES BrC1=CN=C(N=C1)NC(OC(C)(C)C)=O

Description

N-Boc-2-Amino-5-bromopyrimidine features a bromine atom at the 5-position and a Boc-protected amine at the 2-position, enabling direct incorporation into heterocyclic scaffolds. This bench-stable derivative facilitates efficient diversification in medicinal chemistry workflows, particularly for kinase inhibitor and nucleoside analog development.

Application

N-Boc-2-Amino-5-bromopyrimidine serves as a versatile building block for the synthesis of brominated pyrimidine scaffolds prevalent in medicinal chemistry. The Boc group provides excellent stability and orthogonal protection for the amine, enabling selective functionalization. The bromine substituent facilitates palladium-catalyzed cross-coupling reactions, including Suzuki-Miyaura and Buchwald-Hartwig couplings, allowing efficient access to complex heterocyclic architectures. Its bench-stable nature and compatibility with standard reaction conditions make it well-suited for iterative synthetic strategies in API development.

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 64.11
LogP 2.5861
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Bromide

Building Blocks Skeleton Aromatic heterocycle compounds Pyrimidine compounds

Key Words

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N-Boc-2-Amino-5-bromopyrimidine

CAS No. 883231-23-0

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