2-Chlorooxazolo[5,4-b]pyridine

Name: 2-Chlorooxazolo[5,4-b]pyridine
Brand: ChemScene
Availability: InStock
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CAS No. 159870-95-8
Cat. No. CS-0343576
Purity≥97%
MDL No.MFCD18802457

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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+
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2-Chlorooxazolo[5,4-b]pyridine|CS-0343576

Structure of 159870-95-8

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General Information

CAS No. 159870-95-8
Cat. No. CS-0343576
Purity ≥97%
MDL No. MFCD18802457
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₃ClN₂O
Molecular Weight 154.55
Synonym(s) 2-CHLORO OXAZOLO[5,4-B]PYRIDINE
SMILES ClC1=NC2=CC=CN=C2O1

Description

2-Chlorooxazolo[5,4-b]pyridine is a heterocyclic scaffold featuring a fused oxazole and pyridine ring system with a chlorine substituent at the 2-position. This electron-deficient architecture enables efficient coupling in transition metal-catalyzed reactions, serving as a robust building block for bioactive molecule synthesis. The chloride group provides a strategic handle for nucleophilic substitution, facilitating rapid diversification in medicinal chemistry applications.

Application

2-Chlorooxazolo[5,4-b]pyridine serves as a versatile heterocyclic building block for medicinal chemistry and materials science. Its electrophilic chlorine atom enables efficient Suzuki-Miyaura, Buchwald-Hartwig, and nucleophilic substitution reactions, facilitating the construction of biaryl, amine-functionalized, and complex fused scaffolds. The oxazolopyridine core exhibits good bench stability and functional group tolerance, supporting straightforward purification and integration into multi-step synthesis workflows.

Synthesis

Route1
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References
- Binggeli, Alfred; Christ, Andreas Dominik; Green, Luke Gideon Granville; Guba, Wolfgang; Maerki, Hans-Peter; Martin, Rainer Eugen; Mohr, Peter Patent: US2006/205718 A1, 2006 ; Location in patent: Page/Page column 81-82 ; US 20060205718 A1

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 38.92
LogP 1.8762
H_Acceptors 3
H_Donors 0
Rotatable_Bonds 0

Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Pyridine compounds

Building Blocks Skeleton Aromatic heterocycle compounds Oxazole compounds

Key Words

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2-Chlorooxazolo[5,4-b]pyridine

CAS No. 159870-95-8

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