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| | 2-Fluoro-5-((3-oxoisobenzofuran-1(3H)-ylidene)methyl)benzonitrile Basic information |
| Product Name: | 2-Fluoro-5-((3-oxoisobenzofuran-1(3H)-ylidene)methyl)benzonitrile | | Synonyms: | 2-fluoro-5-((3-oxoisobenzofuran-1(3H)-ylidene)Methyl)benzonitrile;2-Fluoro-5-(3-oxo-3H-isobenzofuran-1-ylidenemethyl)-benzonitrile;2-fluoro-5-(3-oxo-1,3-dihydroisobenzofuranylidene methyl)benzonitrile;(E)-2-fluoro-5-((3-oxoisobenzofuran-1(3H)-ylidene)methyl)benzonitrile;2-fluoro-5-[(Z)-(3-oxo-2-benzofuran-1-ylidene)methyl]benzonitrile;Benzonitrile, 2-fluoro-5-[(3-oxo-1(3H)-isobenzofuranylidene)methyl]-;2-Fluoro-5-[(3-oxo-1(3H)-isobenzofuranylidene)meth;2-Fluoro-5-[(3-oxo-1(3H)-isobenzofuranylidene)methyl]benzoni... | | CAS: | 763114-25-6 | | MF: | C16H8FNO2 | | MW: | 265.24 | | EINECS: | | | Product Categories: | trebectedin;1 | | Mol File: | 763114-25-6.mol |  |
| | 2-Fluoro-5-((3-oxoisobenzofuran-1(3H)-ylidene)methyl)benzonitrile Chemical Properties |
| Melting point | 164-167 °C | | Boiling point | 430.1±45.0 °C(Predicted) | | density | 1.38 | | storage temp. | Sealed in dry,Room Temperature | | solubility | Dichloromethane, Tetrahydrofuran | | form | Solid | | color | White | | InChI | InChI=1S/C16H8FNO2/c17-14-6-5-10(7-11(14)9-18)8-15-12-3-1-2-4-13(12)16(19)20-15/h1-8H | | InChIKey | MMPHWTMMVPBHRZ-UHFFFAOYSA-N | | SMILES | C(#N)C1=CC(C=C2C3=C(C=CC=C3)C(=O)O2)=CC=C1F |
| | 2-Fluoro-5-((3-oxoisobenzofuran-1(3H)-ylidene)methyl)benzonitrile Usage And Synthesis |
| Chemical Properties | White Solid | | Uses | 2-Fluoro-5-[(3-oxo-1(3H)-isobenzofuranylidene)methyl]-benzonitrile is intermediate in the preparation of poly (ADP-ribose) polymerase (PARP) inhibitors. Olaparib intermediate. | | Application | 2-Fluoro-5-((3-oxoisobenzofuran-1(3H)-ylidene)methyl)benzonitrile is a core intermediate in the synthesis of the PARP inhibitor olaparib. It can be used as a heterocyclic synthon containing fluorine, nitrile, and isobenzofuranone structures to construct complex heterocyclic compounds. | | Synthesis | (3-oxo-1,3-dihydroisobenzofuran-1-yl)phosphonic acid (5.00 g, 0.021 mol) in tetrahydrofuran (30 mL) was added to a 150 mL round-bottom flask. To this solution, triethylamine(5.6 mL, 0.042 mol) was added. 2-Fluoro-5-formyl benzonitrile( 3.08 g, 0.021 mol) was dissolved in tetrahydrofuran into another round-bottom flask, followed by adding triethylamine (2.9 mL, 0.021 mol) and stirring evenly. Then the reaction fluids in the two flasks were mixed and reacted at room temperature for 12 h. The product was concentrated under reduced pressure and 50 mL of water was added. The suspension was stirred for 30 min until the solids were not precipitated. Finally, filtration was performed, and the filter cake was collected and dried to obtain 2-Fluoro-5-[(3-oxo-1(3H)-isobenzofuranylidene)methyl]-benzonitrile(5.41 g, 97%).
![2-Fluoro-5-[(3-oxo-1(3H)-isobenzofuranylidene)methyl]-benzonitrile](/NewsImg/2023-10-18/6383321843554810432958503.jpg "2-Fluoro-5-[(3-oxo-1(3H)-isobenzofuranylidene)methyl]-benzonitrile") | | References | [1] Journal of Medicinal Chemistry, 2015, vol. 58, # 21, p. 8683 - 8693
[2] Patent: WO2012/71684, 2012, A1. Location in patent: Page/Page column 23
[3] Patent: WO2012/166983, 2012, A1. Location in patent: Page/Page column 70
[4] Patent: US2013/224107, 2013, A1. Location in patent: Paragraph 0141; 0142
[5] Patent: CN106146504, 2016, A. Location in patent: Paragraph 0136; 0137; 0138; 0149; 0150 |
| | 2-Fluoro-5-((3-oxoisobenzofuran-1(3H)-ylidene)methyl)benzonitrile Preparation Products And Raw materials |
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