Tert-butyl ((6-bromopyridin-2-yl)methyl)carbamate

Name: Tert-butyl ((6-bromopyridin-2-yl)methyl)carbamate
Brand: ChemScene
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CAS No. 887580-31-6
Cat. No. CS-0159869
Purity≥98%
MDL No.MFCD07367931

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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Tert-butyl ((6-bromopyridin-2-yl)methyl)carbamate|CS-0159869

Structure of 887580-31-6

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Description

Tert-butyl ((6-bromopyridin-2-yl)methyl)carbamate is a bench-stable, moisture-tolerant building block featuring a brominated pyridine core and a protected amine. This compound integrates readily into cross-coupling reactions and serves as a key intermediate in the synthesis of bioactive heterocycles, particularly in medicinal chemistry and agrochemical development.

Application

Tert-butyl ((6-bromopyridin-2-yl)methyl)carbamate serves as a versatile building block in medicinal chemistry, enabling the installation of a brominated pyridylmethyl amine motif under mild conditions. The tert-butyl carbamate group provides excellent stability and orthogonality, facilitating selective deprotection during late-stage functionalization. Its bromine substituent supports palladium-catalyzed cross-coupling reactions, including Suzuki and Buchwald–Hartwig transformations, making it ideal for constructing complex heterocyclic scaffolds and API intermediates with high efficiency and predictable regiochemistry.

General Information

CAS No. 887580-31-6
Cat. No. CS-0159869
Purity ≥98%
MDL No. MFCD07367931
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₅BrN₂O₂
Molecular Weight 287.15
Synonym(s) tert-butyl N-[(6-bromopyridin-2-yl)methyl]carbamate
SMILES O=C(OC(C)(C)C)NCC1=NC(Br)=CC=C1

Computational Chemistry Data

TPSA 51.22
LogP 2.8688
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Safety Information

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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-P330-P362+P364-P405-P501

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

CAS No. 887580-31-6

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