Methyl 3-Amino-4-methylthiophene-2-carboxylate (TCI M1772) is a heterocyclic building block based on a thiophene ring that carries three functional groups at once in a highly useful arrangement: an amine at position 3, a methyl group at position 4, and a methyl ester at position 2. It is precisely the neighbouring placement of the amine and the ester that makes this compound so valuable to synthetic chemists, because the two can work together in cyclization reactions to form fused ring systems. In the laboratory, this material generally serves as a starting material rather than a finished product.
The principal strength of this compound is its character as a bifunctional substrate. The aromatic amino group can be acylated, formylated, or reacted with a one-carbon source, and then closed onto the adjacent ester to yield the thienopyrimidine scaffold so frequently encountered in medicinal chemistry research. The methyl group on the ring adds lipophilic character and locks the substitution pattern in place, so that the final product has unambiguous regiochemistry. The methyl ester is also readily hydrolysed to the carboxylic acid or exchanged for an amide, offering many branching synthetic routes from one and the same material.
Laboratories in Indonesia typically draw on a building block of this kind within organic synthesis and medicinal chemistry research programmes, where a defined starting point shortens the route to a target scaffold. It is commonly handled at the bench scale in university research groups, institutional laboratories, and industrial R&D units that prepare heterocyclic intermediates, characterise them, and carry them forward into subsequent reaction steps rather than using them directly as an end product.
- Thienopyrimidine scaffold construction — the adjacent amino and ester groups close onto a one-carbon source in a single cyclization, delivering a fused bicyclic core widely used in medicinal chemistry research programmes.
- Amide library preparation — the methyl ester can be exchanged for an amide, allowing one common intermediate to branch into a series of structurally related analogues for screening work.
- Carboxylic acid intermediate synthesis — straightforward hydrolysis of the methyl ester converts this building block into the corresponding acid, opening up coupling chemistry and further derivatisation downstream.
- Amine functionalisation studies — the aromatic amino group can be acylated or formylated selectively, making this a convenient substrate for developing and optimising acylation conditions on heterocyclic amines.
- Regiochemically defined heterocycle work — the ring methyl group locks the substitution pattern, so researchers obtain products with unambiguous regiochemistry without additional isomer separation steps.
| Brand | TCI |
|---|---|
| CAS number | 85006-31-1 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Building Blocks > Heterocyclic Building Blocks |
| Pack sizes | available in standard TCI research-scale packaging; please confirm the specific size when ordering |
| Physical form | — |
| Storage | store according to the conditions stated on the manufacturer's label and accompanying documentation |
- Product code: M1772
Store this building block in its original tightly closed container, kept in a cool, dry, well-ventilated area away from heat sources, direct sunlight, and incompatible chemicals. Amino-substituted heterocycles are generally kept sealed to limit exposure to air and moisture, so reseal the container promptly after each use and return it to designated chemical storage. Handle the material in a fume hood using appropriate personal protective equipment, including safety glasses, gloves, and a laboratory coat. Use clean, dry spatulas and glassware when weighing out portions to avoid cross-contamination. Always consult the manufacturer's safety data sheet before use, and follow your institution's procedures for labelling, waste collection, and spill response.
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