HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 45101107, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cyanogen Bromide | HCID 10476 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 66705889 | HCID 66705889 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 45101107 | HCID 45101107 | 73.5% |
Reaction Steps
To a stirred solution of (R)-2-amino-3-[(S)-1-(4-fluoro-phenyl)-ethoxy]-propan-1-ol (1.40 g) in THF (80 ml) were added sequentially K2CO3 (1.82 g) and cyanogen bromide (0.83 g). The mixture was stirred at room temperature for 18 hours, then water was added. The mixture was extracted twice with ethyl acetate and the combined organic layers were dried over MgSO4 and evaporated over Isolute® Flash-NH2 silica gel. Chromatography (column: Isolute® Flash-NH2 from Separtis; eluent: heptane/ethyl acetate=25:75) yielded the title compound as a white solid, (1.15 g, 73%). MS (ISP): 239.0 ([M+H]+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09132136B2 |
| Source dataset | uspto-grants-2015_09 |
| ORD ID | ord-080f264a5ac745aab880b642f89b6ec1 |
| Source note | uspto-grants-2015_09 |