(S)-5-(2,2-Dimethyltetrahydro-2H-pyran-4-yl)-N-methyl-N-phenyl-1H-indole-2-carboxamide

CAS No.

2212021-79-7

Synonyms

5-[(4S)-2,2-Dimethyloxan-4-yl]-N-methyl-N-phenyl-1H-indole-2-carboxamide; also listed as 1H-Indole-2-carboxamide, N-methyl-N-phenyl-5-[(4S)-tetrahydro-2,2-dimethyl-2H-pyran-4-yl]-

Molecular formula

C23H26N2O2

Molecular weight

362.46 g/mol

Grade

Reagent grade

Packaging

Aluminum foil laminate bag / Fiber drum with PE liner

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.

Documents & Handling

Packaging

Aluminum foil laminate bag / Fiber drum with PE liner

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CoA

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TDS

Technical Data Sheet

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SDS

Safety Data Sheet

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