1-Methyl-2-pyrrolecarboxylic Acid TCI M2161

Chemical Identity

CAS No.: 6973-60-0
PubChem: CID 81453·SID 125307924
Formula: C6H7NO2
Molecular weight: 125.13 g/mol
Purity: >98.0%(GC)(T)
Reference databases: ECHA

Full identifiers (IUPAC, SMILES, InChIKey)

IUPAC: 1-methylpyrrole-2-carboxylic acid
SMILES: CN1C=CC=C1C(=O)O
InChIKey: ILAOVOOZLVGAJF-UHFFFAOYSA-N

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TCI M2161 1-Methyl-2-pyrrolecarboxylic Acid is a simple yet highly useful heterocyclic building block, consisting of a five-membered pyrrole ring bearing a methyl group on the nitrogen and a carboxylic acid group at the 2-position. Pyrrole is an electron-rich aromatic heterocycle that forms the core framework of many natural products, biological pigments, and bioactive compounds. In the laboratory, this compound serves as a ready-to-couple structural unit that is easily joined through amide bonds, which is why it appears frequently in the synthesis of pyrrole oligomers and in pharmaceutical intermediates built around heteroaromatic motifs.

The characteristic that makes this reagent a preferred choice is its markedly better stability compared with unsubstituted pyrrole. Methylation at the nitrogen removes the acidic and reactive N–H proton, so the compound resists the polymerization and darkening that commonly affect free pyrrole, while at the same time simplifying protecting-group strategy. The carboxyl group at the 2-position can be activated with common coupling reagents, converted to the acid chloride, or esterified, opening routes to amides, esters, and other derivatives. The electron-rich pyrrole ring also remains reactive toward directed electrophilic substitution.

In Indonesian laboratories, this building block is typically used in university and institutional research groups working on organic synthesis, medicinal chemistry, and heterocyclic methodology, as well as in industrial R&D units preparing pharmaceutical intermediates. Its role is usually that of a starting fragment in multi-step routes, where a stable, well-defined pyrrole unit is needed before amide coupling or further functionalization. It is also suitable for teaching-level synthesis exercises at the postgraduate level.

Related TCI products

Amide coupling and peptide-like assembly: the 2-carboxyl group is readily activated with standard coupling reagents, making this a convenient acyl partner for building amide-linked structures reliably.
Synthesis of pyrrole oligomers: the compound provides a stable, N-protected pyrrole unit that can be linked repeatedly through amide bonds without the polymerization seen with free pyrrole.
Pharmaceutical intermediate preparation: heteroaromatic motifs based on pyrrole are common in bioactive compounds, so this acid serves as an entry fragment in medicinal chemistry routes.
Ester and acid chloride derivatization: the carboxylic acid can be esterified or converted to the acid chloride, giving access to a wide family of downstream derivatives.
Electrophilic substitution studies: the electron-rich pyrrole ring remains reactive toward directed electrophilic substitution, allowing further ring functionalization while the N-methyl group maintains stability.

Brand	TCI (Tokyo Chemical Industry)
CAS number	6973-60-0
Molecular formula	—
Purity	—
Category	Chemistry > Building Blocks > Heterocyclic Building Blocks
Pack sizes	available in standard TCI research-scale packaging; please confirm the size required when ordering
Physical form	—
Storage	keep in a tightly closed container, protected from light and moisture, in accordance with the supplier's product documentation

Chemical class: N-substituted pyrrole carboxylic acid, heterocyclic building block

Store the material in its original tightly closed container, kept in a cool, dry, and well-ventilated area away from direct sunlight and sources of ignition. Amber glass or the manufacturer's original packaging is suitable, since protection from light and moisture helps preserve the quality of pyrrole derivatives. Handle the solid in a fume hood using gloves, safety goggles, and a laboratory coat, and avoid generating dust during weighing and transfer. Keep the container away from strong oxidizing agents and strong bases. Always consult the manufacturer's Safety Data Sheet before use, and follow institutional procedures for chemical waste disposal.

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