2-Fluoro-5-[(4-oxo-3,4-dihydrophthalazin-1-yl)methyl]benzoic acid
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Chemical Product Description & Applications
2-Fluoro-5-[(4-oxo-3,4-dihydrophthalazin-1-yl)methyl]benzoic acid is a key acid fragment in olaparib synthesis. It supplies the benzyl-linked phthalazinone scaffold and a carboxyl group for amide attachment. The fluorine and benzylic connection are already positioned, leaving the acid functionality as the main handle for assembly of the piperazine-containing portion.
This free acid can be coupled either to a protected piperazine or to an already monoacylated piperazine, depending on the synthetic sequence. Those alternatives change when the terminal cyclopropanecarbonyl group is introduced. The intermediate therefore functions as both a preassembled heteroaromatic scaffold and an acyl donor, allowing variation of the attached amine without rebuilding the fused ring system.
Typical Applications
- Protected-piperazine olaparib routes: Used in amide coupling with a mono-protected piperazine, followed by deprotection and introduction of the terminal cyclopropanecarbonyl group.
- Convergent olaparib coupling: Used with cyclopropanecarbonylpiperazine to connect two advanced fragments in one amide-forming step, completing the required piperazine diamide pattern.
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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