Methyl 2-chlorooxazole-4-carboxylate

Name: Methyl 2-chlorooxazole-4-carboxylate
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CAS No. 934236-35-8
Cat. No. CS-W006609
Molecule weight161.54
Purity≥98%
MDL No.MFCD09265505

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Methyl 2-chlorooxazole-4-carboxylate|CS-W006609

Structure of 934236-35-8

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General Information

CAS No. 934236-35-8
Cat. No. CS-W006609
Purity ≥98%
MDL No. MFCD09265505
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₅H₄ClNO₃
Molecular Weight 161.54
Synonym(s) None
SMILES O=C(C1=COC(Cl)=N1)OC

Description

Methyl 2-chlorooxazole-4-carboxylate features a chlorinated oxazole core that enables direct functionalization at the C2 position. This bench-stable, moisture-tolerant reagent integrates readily into synthetic sequences requiring electron-deficient heterocycles. The ester group facilitates downstream transformations, while the chlorine atom serves as a reactive handle for nucleophilic substitution or cross-coupling reactions.

Application

Methyl 2-chlorooxazole-4-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to oxazole-containing scaffolds via nucleophilic substitution or transition-metal-catalyzed coupling. The chloro group at the C2 position provides high reactivity for further functionalization, while the ester functionality offers stability and ease of purification. This compound functions effectively in medicinal chemistry campaigns requiring robust, bench-stable intermediates for API development.

Synthesis

Route1
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  1000576-38-4
- ~50%
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  934236-35-8
References
- Denonne, Frederic; Atienzar, Franck; Celanire, Sylvain; Christophe, Bernard; Delannois, Frederique; Delaunoy, Christel; Delporte, Marie-Laure; Durieu, Vronique; Gillard, Michel; Lallemand, Bndicte; Lamberty, Yves; Lorent, Genevive; Vanbellinghen, Alain; Van Houtvin, Nathalie; Verbois, Valrie; Provins, Laurent ChemMedChem, 2010 , vol. 5, # 2 p. 206 - 212

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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Computational Chemistry Data

TPSA 52.33
LogP 1.1146
H_Acceptors 4
H_Donors 0
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Oxazole compounds

Key Words

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Methyl 2-chlorooxazole-4-carboxylate

CAS No. 934236-35-8

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