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. The reaction mixture was treated with tetrakis(triphenylphosphine) palladium (0) (327 mg, 0.28 mmol), stirred at 80° C. for 5 h, cooled to room temperature, poured into water and extracted with EtOAc. The extracts were combined, dried over MgSO4, and concentrated in vacuo. Purification of the resultant residue 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);
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-9aba2798d4ab4f9fb2367def813a2513 |
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| Source note | uspto-grants-2010_05 |
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