HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 178421671, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | HCID 178477537 | HCID 178477537 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | tert-Butyl methyl ether | HCID 15413 | — |
| Product | HCID 178421671 | HCID 178421671 | 87.9% |
Reaction Steps
Potassium fluoride (1.1 g, 18.85 mmol) was added to a solution of 6-bromo-3-fluoro-2-[(S)-2-methyl-1-(4-nitro-benzenesulfonyl)-aziridin-2-yl]-4-triethylsilanyl-pyridine (5 g, 9.43 mmol) and AcOH (1.13 g, 9.43 mmol) in 25 ml THF. DMF (35 ml) was added and the suspension was stirred for 1 h at rt. The reaction mixture was poured onto a mixture of sat. aq. NaHCO3 and TBME. The layers were separated and washed with brine and TBME. The combined organic layers were dried over MgSO4.H2O, filtered and evaporated to give a yellow oil which was crystallized from TBME/hexane to yield 3.45 g of the title compound as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08865712B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-5675b3efb31f446998660ed260f5ed5f |
| Source note | uspto-grants-2014_10 |