Chemistry Heterocyclic Building Blocks Pyridines ethyl 6-chloropicolinate
Ambeed provide 7 derivatives of ethyl 6-chloropicolinate.
These compounds have the same murcko framework: ethyl 6-chloropicolinateNucleophilic Substitution: The chlorine atom can be substituted by a nucleophile. For example, treatment with a strong nucleophile like sodium ethoxide (NaOEt) can lead to the substitution of chlorine with an ethoxide ion, resulting in ethyl 6-hydroxypicolinate.
Acid-Catalyzed Hydrolysis: The ester functionality (the ethyl group attached to the carboxyl group) can undergo hydrolysis under acidic conditions to give the corresponding carboxylic acid and alcohol. For instance, under acidic conditions, ethyl 6-chloropicolinate can be converted to 6-chloropicolinic acid and ethanol.
Base-Catalyzed Hydrolysis: Similarly, under basic conditions, the ester functionality can undergo hydrolysis to form the corresponding carboxylate ion and alcohol. For example, treatment with a strong base like sodium hydroxide (NaOH) can lead to the formation of 6-chloropicolinate ion and ethanol.
Reduction: The carbonyl group of the ester can be reduced to an alcohol using reducing agents such as lithium aluminum hydride (LiAlH4) or sodium borohydride (NaBH4), leading to ethyl 6-chloro-2,3-dihydroxypyridine.
Grignard Reaction: Ethyl 6-chloropicolinate can react with a Grignard reagent (RMgX) to give the corresponding tertiary alcohol after hydrolysis of the intermediate alkoxide.
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Ethyl 5-bromo-6-chloropicolinate
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Ethyl 6-chloro-3-fluoropicolinate