Methyl 3-amino-7-chlorobenzo[b]thiophene-2-carboxylate

Name: Methyl 3-amino-7-chlorobenzo[b]thiophene-2-carboxylate
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CAS No. 181283-33-0
Cat. No. CS-0448622
Purity≥98%
MDL No.None

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Methyl 3-amino-7-chlorobenzo[b]thiophene-2-carboxylate|CS-0448622

Structure of 181283-33-0

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General Information

CAS No. 181283-33-0
Cat. No. CS-0448622
Purity ≥98%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₈ClNO₂S
Molecular Weight 241.69
Synonym(s) 3-Amino-2-carbomethoxy-7-chloro-benzthiophene
SMILES COC(=O)C1=C(C2=C(C(=CC=C2)Cl)S1)N

Description

Methyl 3-amino-7-chlorobenzo[b]thiophene-2-carboxylate integrates a chlorinated benzo[b]thiophene core with an amino group at C3 and a methyl ester at C2, delivering a versatile scaffold for medicinal chemistry. The electron-donating amino moiety enhances reactivity in coupling reactions, while the chloro substituent provides a handle for further functionalization. This bench-stable compound enables efficient access to bioactive heterocycles under standard conditions.

Application

Methyl 3-amino-7-chlorobenzo[b]thiophene-2-carboxylate serves as a versatile building block for the synthesis of bioactive heterocycles, enabling direct functionalization at the amino and carboxylate positions. The chloro group provides a site for palladium-catalyzed cross-coupling, while the amine facilitates acylation or reductive alkylation. Bench-stable and readily purified by recrystallization, it functions effectively in multi-step sequences targeting pharmaceutical scaffolds.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 52.32
LogP 2.9235
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Chloride

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Benzothiophene compounds

Key Words

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Methyl 3-amino-7-chlorobenzo[b]thiophene-2-carboxylate

CAS No. 181283-33-0

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