Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 23144082 | HCID 23144082 | — |
| Reactant | HCID 178418630 | HCID 178418630 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 23144663 | HCID 23144663 | 78% |
Reaction Steps
Compound 98 (127 mg, 0.355 mmol) was suspended in THF (2.5 mL), and a 0.5 mol/L solution of cyclopropylmagnesium bromide in THF (4.00 mL, 2.00 mmol) was added thereto under ice-cooling, followed by stirring at room temperature for 2.5 hours. A saturated aqueous solution of ammonium chloride was added to the reaction mixture, followed by extraction with a mixed solvent (4:1) of chloroform and 2-propanol. The organic layer was washed with a saturated aqueous solution of sodium chloride and dried, over anhydrous magnesium sulfate, and then the solvent was distilled away under reduced pressure. The resulting residue was purified through silica gel column chromatography (ethyl acetate) to afford the entitled Compound 417 (94.1 mg, 78%) as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08420827B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-5bcfd3f38b204e1a96ad866db7dbe663 |
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| Source note | uspto-grants-2013_04 |
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