HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 86692457, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Reactant | 5-Bromo-2-fluoropyridine | HCID 2783168 | — |
| Reactant | 1,4-Dioxaspiro[4.5]decane-8-carbonitrile | HCID 11116433 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86692457 | HCID 86692457 | 68.7% |
Reaction Steps
After 1,4-dioxaspiro[4,5]decane-8-carbonitrile (2.5 g) was dissolved in tetrahydrofuran (8 ml), 1M tetrahydrofuran-solution of lithium bis(trimethylsilyl)amide (15 ml) was added at 0° C. and stirred for 30 minutes. 5-Bromo-2-fluoropyridine (2.64 g) was further added and stirred at room temperature for two hours. Water was added to the reaction solution, extracted with ethyl acetate and concentrated in vacuo. The residue was purified with silica gel chromatography (n-hexane/ethyl acetate) and the resulting solid was washed with n-hexane to give the titled compound (3.32 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09150555B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-0c40b9f34c89422fb2684c4ca45a3b4a |
| Source note | uspto-grants-2015_10 |