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Structure of 89499-44-5
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Methyl 4-amino-5-chlorothiophene-2-carboxylate features a thiophene core with complementary electron-donating and electron-withdrawing substituents, enabling facile functionalization in cross-coupling and cyclization reactions. The amino group enhances reactivity in nucleophilic transformations, while the chloro moiety provides a handle for palladium-catalyzed substitutions. This scaffold offers high stability under standard conditions and integrates efficiently into complex molecular architectures.
Methyl 4-amino-5-chlorothiophene-2-carboxylate serves as a versatile building block in heterocyclic synthesis, enabling efficient access to substituted thiophene scaffolds via Pd-catalyzed cross-coupling and electrophilic substitution. The ortho-positioned amino and chloro groups provide complementary reactivity for sequential functionalization, while the ester group supports derivatization or hydrolysis to the corresponding acid. Bench-stable and readily purified by recrystallization, it functions effectively in medicinal chemistry campaigns requiring robust, multi-step synthetic pathways.
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GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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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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Lot numbers can be found on the outside label of a product: