4-[4-Fluoro-3-(piperazine-1-carbonyl)benzyl]phthalazin-1(2H)-one
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Chemical Product Description & Applications
4-[4-Fluoro-3-(piperazine-1-carbonyl)benzyl]phthalazin-1(2H)-one is a late-stage olaparib intermediate with one piperazine nitrogen already attached to the aromatic acid fragment. The remaining piperazine NH provides a selective acylation site, while the benzyl-linked phthalazinone and fluorobenzoyl portions transfer the assembled molecular framework into the final step.
The material is the deprotected piperazine intermediate, positioned after removal of a temporary nitrogen-protecting group. Introducing a cyclopropanecarbonyl group at the available NH completes the olaparib acyl pattern. Other acyl reagents can modify the same site in analogue synthesis, making this intermediate a defined branch point for changing the terminal amide without rebuilding the phthalazinone scaffold.
Typical Applications
- Final olaparib acylation: Used as the free-piperazine substrate in reaction with a cyclopropanecarbonyl reagent, installing the terminal amide on the previously unacylated nitrogen.
- Terminal-amide analogue synthesis: Used with alternative acyl donors to prepare related piperazine diamides, varying the terminal acyl fragment while retaining the phthalazinone–fluorobenzoyl framework.
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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