Methyl 3-amino-5-methylthiophene-2-carboxylate

Name: Methyl 3-amino-5-methylthiophene-2-carboxylate
Brand: ChemScene
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CAS No. 76575-71-8
Cat. No. CS-D0235
Purity≥98%
MDL No.MFCD00130095

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Methyl 3-amino-5-methylthiophene-2-carboxylate|CS-D0235

Structure of 76575-71-8

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General Information

CAS No. 76575-71-8
Cat. No. CS-D0235
Purity ≥98%
MDL No. MFCD00130095
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₉NO₂S
Molecular Weight 171.22
Synonym(s) Methyl 3-aMino-5-Methylthiophen-2-carboxylate
SMILES NC1=C(C(OC)=O)SC(C)=C1

Description

Methyl 3-amino-5-methylthiophene-2-carboxylate features a thiophene core with complementary amino and methyl substituents that enhance electron density and regioselectivity in cross-coupling reactions. The ester functionality enables straightforward derivatization, while the bench-stable, moisture-tolerant nature supports reliable handling in synthetic workflows.

Application

Methyl 3-amino-5-methylthiophene-2-carboxylate serves as a versatile heterocyclic building block for medicinal chemistry and agrochemical synthesis. The amino and methylthio substituents enable diverse functionalization, while the ester group facilitates downstream transformations. Its bench-stable nature and compatibility with standard coupling and cyclization protocols make it well-suited for iterative synthesis of bioactive thiophene scaffolds.

Synthesis

Route1
- 4786-20-3
- 2365-48-2
- ~26%
- In-stock
  
  76575-71-8
References
- PFIZER INC. Patent: WO2007/23382 A2, 2007 ; Location in patent: Page/Page column 64 ; WO 2007/023382 A2

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 52.32
LogP 1.42532
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Ester

Building Blocks Skeleton Aromatic heterocycle compounds Thiophene compounds

Key Words

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Methyl 3-amino-5-methylthiophene-2-carboxylate

CAS No. 76575-71-8

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