| Identification | Back Directory | [Name]
2-Fluoro-5-[(3-oxo-1(3H)-isobenzofuranylidene)methyl]-benzonitrile | [CAS]
763114-25-6 | [Synonyms]
2-Fluoro-5-[(3-oxo-1(3H)-isobenzofuranylidene)meth
2-Fluoro-5-(3-oxo-3H-isobenzofuran-1-ylidenemethyl)-benzonitrile
2-fluoro-5-((3-oxoisobenzofuran-1(3H)-ylidene)Methyl)benzonitrile
2-fluoro-5-[(Z)-(3-oxo-2-benzofuran-1-ylidene)methyl]benzonitrile
2-Fluoro-5-[(3-oxo-1(3H)-isobenzofuranylidene)methyl]-benzonitrile
Benzonitrile, 2-fluoro-5-[(3-oxo-1(3H)-isobenzofuranylidene)methyl]-
(Z)-2-fluoro-5-((3-oxoisobenzofuran-1(3H)-ylidene)Methyl)benzonitrile
2-fluoro-5-(3-oxo-1,3-dihydroisobenzofuranylidene methyl)benzonitrile
(E)-2-fluoro-5-((3-oxoisobenzofuran-1(3H)-ylidene)methyl)benzonitrile | [Molecular Formula]
C16H8FNO2 | [MDL Number]
MFCD13181869 | [MOL File]
763114-25-6.mol | [Molecular Weight]
265.239 |
| Chemical Properties | Back Directory | [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 |
| Hazard Information | Back Directory | [Chemical Properties]
White Solid | [Uses]
Intermediate in the preparation of poly (ADP-ribose) polymerase (PARP) inhibitors. | [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 |
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| Company Name: |
J & K SCIENTIFIC LTD.
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| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Energy Chemical
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| Telephone: |
400-0056266 18918157536; |
| Website: |
http://www.energy-chemical.com |
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