Methyl 1-acetyl-2-oxoindoline-6-carboxylate
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Chemical Product Description & Applications
Methyl 1-acetyl-2-oxoindoline-6-carboxylate is an N-acetylated oxindole ester used in nintedanib-related synthesis. The oxindole framework supplies the ring system and reactive C3 position for construction of the substituted exocyclic fragment. The methyl ester preserves the carboxyl functionality required later, while N-acetylation controls the lactam nitrogen during intermediate formation.
This is a protected oxindole-stage material rather than nintedanib itself. Its ketolactam framework, N-acetyl substituent and aromatic ester occupy different roles within the route: ring chemistry builds the C3 substituent, nitrogen protection moderates competing transformations, and the ester retains the acid-derived group. These distinctions make its protection state important when comparing it with methyl oxindole-6-carboxylate.
Typical Applications
- Nintedanib oxindole-fragment preparation: Used in synthetic sequences that elaborate the oxindole C3 position while retaining the aromatic carboxylate ester and the selected nitrogen protection state.
- Protected oxindole route studies: Used to compare N-protected intermediate formation and subsequent deacetylation, separating ring-substitution chemistry from regeneration of the lactam NH.
Specifications
| Parameter | Specification | Test Method |
|---|---|---|
| Appearance | Solid; color consistent with the reference sample | Visual inspection |
| Identification | Consistent with authenticated reference | FTIR fingerprint comparison |
| Chromatographic purity | ≥98.0 area% | HPLC with suitable UV or CAD detection |
| Total organic impurities | ≤2.0 area% | HPLC, area normalization |
| Largest individual impurity | ≤1.0 area% | HPLC, area normalization |
| Water | ≤1.0% w/w | Karl Fischer titration |
Specifications describe the standard grade. Tolerance, test method and documentation package are confirmed per order.
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