HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine, hydrofluoride (1:1) → HCID 68815279, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine, hydrofluoride (1:1) | HCID 64774 | — |
| Reactant | Nitrilooxonium tetrafluoroborate | HCID 11137142 | — |
| Reactant | HCID 86615015 | HCID 86615015 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 68815279 | HCID 68815279 | 30% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
Under nitrogen and in a plastic vessel, dissolve nitrosonium tetrafluoroborate (84.8 μg, 0.72 mmol) and pyridinium poly(hydrogen fluoride) (70% hydrogen fluoride, 30% pyridine, 300 μL) in dichloromethane (2 mL) and cool to 0° C. Add dropwise 5-(2-furan-2-yl-[1,3]dithiolan-2-yl)-N-methyl-N-propyl-isophthalamic acid methyl ester in dichloromethane (1.5 mL) to the mixture, warm up to room temperature and stir for 2 h. Dilute the mixture with dichloromethane (20 mL) and filter the organic liquid though a pad of aluminum oxide and magnesium sulfate mixture. Concentrate the filtrate and purify (silica gel chromatography, 1:99 to 30:70 ethyl acetate:hexanes) to give the title compound (30%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07585885B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-1e20638298a14eda8f2ac03579660884 |
| Source note | uspto-grants-2009_09 |