TCI M2999 is 6-Methoxyquinoline N-Oxide, an N-oxide derivative of the quinoline scaffold carrying a methoxy group at the 6-position. It belongs to the family of heterocyclic building blocks that are widely used in modern organic synthesis, and it serves in particular as a substrate for direct functionalisation of the pyridine ring within the quinoline system. The N-oxide group acts simultaneously as a directing group and an activating group, allowing researchers to introduce new substituents at positions that are difficult to reach with ordinary quinoline, without having to work through a long and costly sequence of synthetic steps.
The characteristic property that makes this compound a preferred choice is the increased ring reactivity conferred by the N-oxide function. The oxygen atom on nitrogen raises the electron density of the ring, which facilitates substitution reactions at the C-2 position and at the same time makes the ring more responsive to transition metal catalysts in C–H bond activation reactions. Once the functionalisation step is complete, the N-oxide group can be removed by a simple reduction to regenerate the free quinoline. The methoxy group at position 6 contributes electron-donating character and serves as a useful positional marker for researchers when they are controlling the outcome of a reaction.
In Indonesian laboratories, this building block is typically handled in university research groups, institutional chemistry laboratories, and industrial R&D units engaged in organic synthesis and medicinal chemistry programmes. It is generally used at bench scale for methodology development and for the preparation of substituted quinoline intermediates, where a reliable, well-characterised starting material shortens route development. Supplied under the TCI brand through AMI Scientific, it reaches research teams that require consistent quality for reproducible synthetic work.
Related TCI products
- Direct C–H functionalisation studies: the N-oxide group activates the pyridine ring and directs incoming substituents, allowing new bonds to be formed without pre-installed halides or organometallic handles.
- Regioselective C-2 substitution: the elevated electron density at the N-oxide-activated ring makes the C-2 position accessible to nucleophilic and catalytic substitution that is otherwise difficult on plain quinoline.
- Transition metal catalysed coupling methodology: the ring becomes more responsive to metal catalysts, making this compound a convenient test substrate when researchers develop or benchmark new catalytic systems.
- Synthesis of substituted quinoline intermediates: after functionalisation the N-oxide can be reduced away, returning the free quinoline core carrying the newly installed substituent for downstream steps.
- Medicinal chemistry building block work: the 6-methoxy substituent provides electron-donating character and a clear positional marker, useful when preparing quinoline analogues for structure–activity exploration.
| Brand | TCI (Tokyo Chemical Industry) |
|---|---|
| CAS number | 6563-13-9 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Building Blocks > Heterocyclic Building Blocks |
| Pack sizes | available in standard research and laboratory pack sizes; please confirm the current packaging options when ordering |
| Physical form | — |
| Storage | keep in the original tightly closed container, protected from light and moisture, in accordance with the supplier documentation |
- Chemical name: 6-Methoxyquinoline N-Oxide
Store the material in its original tightly closed container in a cool, dry, well-ventilated area away from direct sunlight, moisture, and incompatible substances. Amber glass or the supplier's original packaging is suitable for keeping the compound protected from light. Handle the product inside a fume hood, using a laboratory coat, chemical-resistant gloves, and safety glasses, and avoid the formation and inhalation of dust. Weigh and transfer with clean, dry spatulas to prevent contamination, reseal the container immediately after use, and keep the label intact and legible. Always consult the Safety Data Sheet supplied with the product before use, and follow institutional procedures for chemical waste disposal.
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