Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nanofin | HCID 68843 | — |
| Reactant | Cyclopropylacetylene | HCID 138823 | — |
| Reactant | HCID 59790308 | HCID 59790308 | — |
| Catalyst | Tetrakis(triphenylphosphine)palladium | HCID 11979704 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 59305341 | HCID 59305341 | — |
Reaction Steps
A mixture of 1-(3-bromo-4-fluorophenyl)-2-[4-(difluoromethoxy)phenyl]ethane-1,2-dione (2.1 g, 5.63 mmol), 2,6-dimethylpiperidine (10 mL), and ethynylcyclopropane (0.74 g, 11.27 mmol) was degassed with argon for 5 minutes. Then, tetrakis(triphenylphosphine) palladium (0) (327 mg, 0.28 mmol) was added and the mixture was stirred at 80° C. for 5 hours. The mixture was poured into water and extracted with EtOAc. The organic extracts were dried over MgSO4. Evaporation and purification by ICSO (hexane/EtOAc 5/1) gave 1-[3-(cyclopropylethynyl)-4-fluorophenyl]-2-[4-(difluoromethoxy)phenyl]ethane-1,2-dione as a yellow oil solid (1.37 g); MS m/e (M)+ 358.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07723368B2 |
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| Source dataset | uspto-grants-2010_05 |
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| ORD ID | ord-a79d1c5abf5a447cb9ed4bf89754b2f5 |
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| Source note | uspto-grants-2010_05 |
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