(S)-5-(2,2-Dimethyltetrahydro-2H-pyran-4-yl)-N-methyl-N-phenyl-1H-indole-2-carboxamide
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Chemical Product Description & Applications
This chiral tetrahydropyranyl indole carboxamide is an intermediate in orforglipron-related synthesis. Its free indole NH enables introduction of a nitrogen-linked side chain, while the N-methyl-N-phenyl carboxamide carries the carboxyl-derived functionality through early operations. The S-configured tetrahydropyran group is already attached at the indole ring.
The selected compound precedes installation of the substituted cyclopropyl group on indole nitrogen. N-Alkylation creates a nitrile-bearing side chain that can be elaborated into the later cyclopropyl and oxadiazolone functions. At a subsequent stage, conversion of the carboxamide exposes the indole acid used for advanced-fragment coupling. This divides side-chain construction from release of the final acyl-coupling handle.
Typical Applications
- Indole N-Cyanomethyl intermediates: Used in N-alkylation to attach a cyanomethyl group, establishing the starting side chain for later methylcyclopropyl-fragment construction.
- Advanced indole-acid preparation: Used in multistep routes that elaborate the indole nitrogen substituent and subsequently convert the carboxamide into the acid required for final fragment coupling.
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 |
| Stereochemical purity | ≥98.0 area% specified stereoisomer | Chiral HPLC or stereoisomer-resolving GC |
Specifications describe the standard grade. Tolerance, test method and documentation package are confirmed per order.
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