tert-Butyl (6-chloropyridin-3-yl)carbamate

Name: tert-Butyl (6-chloropyridin-3-yl)carbamate
Brand: ChemScene
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CAS No. 171178-45-3
Cat. No. CS-0036498
Purity≥98%
MDL No.MFCD08062421

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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 (6-chloropyridin-3-yl)carbamate|CS-0036498

Structure of 171178-45-3

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Description

tert-Butyl (6-chloropyridin-3-yl)carbamate features a chlorine-substituted pyridine core with a robust tert-butyl carbamate protecting group. This combination enables stable incorporation of the pyridyl scaffold in multistep synthesis, particularly under basic conditions. The electron-deficient pyridine ring facilitates nucleophilic substitution reactions, while the carbamate moiety allows for selective deprotection via mild acidolysis.

Application

tert-Butyl (6-chloropyridin-3-yl)carbamate serves as a versatile building block in medicinal chemistry, enabling efficient introduction of a chloropyridine moiety with orthogonal protection. The carbamate group provides bench stability and facilitates selective deprotection under mild acidic conditions. It reacts reliably in Pd-catalyzed cross-coupling reactions and participates in electrophilic substitutions, supporting the construction of complex heterocyclic scaffolds commonly found in pharmaceutical intermediates.

General Information

CAS No. 171178-45-3
Cat. No. CS-0036498
Purity ≥98%
MDL No. MFCD08062421
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₃ClN₂O₂
Molecular Weight 228.68
Synonym(s) tert-butyl N-(6-chloropyridin-3-yl)carbamate
SMILES CC(C)(C)OC(=NC1=CN=C(C=C1)Cl)O

Computational Chemistry Data

TPSA 54.71
LogP 3.0956
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Key Words

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tert-Butyl (6-chloropyridin-3-yl)carbamate

CAS No. 171178-45-3

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