HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 59361521, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 5-Bromo-2-fluoropyridine | HCID 2783168 | — |
| Reactant | HCID 67302960 | HCID 67302960 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59361521 | HCID 59361521 | 10.2% |
Reaction Steps
Under an argon atmosphere, a solution of 4,4-dimethyl-1-(hydroxyacetyl)-2-(adamantan-2-yl)-1,2-diazetidin-3-one (14.0 mg, 0.0480 mmol) in N,N-dimethylformamide (0.5 mL) was added with sodium hydroxide (excess amount) and 5-bromo-2-fluoropyridine (26.4 mg, 0.150 mmol) at room temperature, and the resultant was stirred at the same temperature for 1 hour. The reaction solution was added with water and extracted with diethyl ether. The organic layer was dried over anhydrous sodium sulfate, concentrated in vacuo, the obtained residue was purified using Preparatory Thin-Layer chromatography (hexane:ethyl acetate=2:1), and the title compound (2.20 mg, 10.2%) was obtained as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08252781B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-ac32c5883b134e5a827aaef686c82cb5 |
| Source note | uspto-grants-2012_08 |