tert-Butyl 5-bromopyridin-3-ylcarbamate

Name: tert-Butyl 5-bromopyridin-3-ylcarbamate
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CAS No. 361550-43-8
Cat. No. CS-0030411
Purity≥98%
MDL No.MFCD07367900

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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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tert-Butyl 5-bromopyridin-3-ylcarbamate|CS-0030411

Structure of 361550-43-8

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General Information

CAS No. 361550-43-8
Cat. No. CS-0030411
Purity ≥98%
MDL No. MFCD07367900
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₃BrN₂O₂
Molecular Weight 273.13
Synonym(s) None
SMILES O=C(OC(C)(C)C)NC1=CC(Br)=CN=C1

Description

tert-Butyl 5-bromopyridin-3-ylcarbamate features a brominated pyridine core with a tert-butyl carbamate protecting group, enabling selective functionalization in late-stage diversification. The electron-deficient pyridine ring facilitates cross-coupling reactions, while the bench-stable carbamate moiety allows for straightforward deprotection under mild acidic conditions. This combination supports efficient access to biologically relevant scaffolds in medicinal chemistry and materials synthesis.

Application

tert-Butyl 5-bromopyridin-3-ylcarbamate serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the pyridine C5 position via palladium-catalyzed cross-coupling reactions. The tert-butyl carbamate group provides excellent stability and facilitates straightforward deprotection under mild acidic conditions. Its bromo substituent offers high reactivity in Suzuki, Stille, and Negishi couplings, while maintaining compatibility with diverse functional groups commonly encountered in API synthesis.

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

Quality Control

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Computational Chemistry Data

TPSA 51.22
LogP 3.1911
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Boc

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-ylcarbamate

CAS No. 361550-43-8

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