Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Bromo-1,1,1-trifluoroethane | HCID 67898 | — |
| Reactant | Intepirdine | HCID 11256720 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58772818 | HCID 58772818 | — |
Reaction Steps
A solution of 3-phenylsulfonyl-8-piperazin-1-yl-quinoline (D12) (200 mg, 0.55 mmol) in dry THF (2 ml) was treated with sodium hydride (24 mg, 0.6 mmol, 60% oil dispersion), and 1-bromo-2,2,2-trifluoroethane (815 mg, 5 mmol). The mixture was heated to 100° C. for 4 days then cooled, evaporated and the residue subjected to purification by flash chromatography on silica gel (eluting with dichloromethane-methanol-aq. NH3) to give the free base form of the title compound. This was treated with 1M HCl in ether then crystallised from isopropanol to give the title compound (E8) as a yellow solid:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07439244B2 |
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| Source dataset | uspto-grants-2008_10 |
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| ORD ID | ord-8ad9561595854b479f8cfe3a6fe59a9e |
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| Source note | uspto-grants-2008_10 |
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