tert-Butyl (S)-2-(4-fluoro-3,5-dimethylphenyl)-4-methyl-3-(2-oxo-2,3-dihydro-1H-imidazol-1-yl)-2,4,6,7-tetrahydro-5H-pyrazolo[4,3-c]pyridine-5-carboxylate
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Chemical Product Description & Applications
This chiral Boc-protected pyrazolopyridine intermediate carries a fluorodimethylphenyl group and an imidazolone substituent. The imidazolone NH provides a site for arylation, while Boc protection masks the saturated-ring nitrogen until it is needed for amide assembly. The established S-configured methyl-bearing center supplies the stereochemistry of this advanced molecular fragment.
The selected intermediate precedes attachment of the 4-fluoro-1-methylindazole unit and release of the protected ring amine. Those operations address different nitrogen sites: arylation elaborates the imidazolone, whereas deprotection exposes the amine used to join the indole-acid fragment. The material therefore separates heteroaryl installation from final fragment coupling while retaining the preassembled chiral fused-ring framework.
Typical Applications
- Imidazolone N-Arylation: Used with a brominated 4-fluoro-1-methylindazole partner to install the indazole substituent on the imidazolone nitrogen in orforglipron-related synthesis.
- Advanced amine-fragment preparation: Used in Boc-removal sequences, at the appropriate route stage, to expose the saturated-ring amine for coupling to an indole carboxylic-acid fragment.
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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