HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 66817658, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Trifluoroacetic anhydride | HCID 9845 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 66817711 | HCID 66817711 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 66817658 | HCID 66817658 | 71% |
Reaction Steps
Trifluoroacetic anhydride (0.287 ml, 2.07 mmol) was added to a solution of 2-(4-carbamoyl-phenyl)-4-oxo-1,3,8-triaza-spiro[4.5]dec-1-ene-8-carboxylic acid tert-butyl ester (350 mg, 0.94 mmol) and pyridine (0.303 ml) in dioxane (1.1 ml) at 0° C. The mixture was stirred for 30 minutes and then stirred at room temperature for one hour. An aqueous NaHCO3 solution was added to the reaction mixture, followed by extraction with dichloromethane. The organic layer was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (dichloromethane-ethyl acetate) to give 2-(4-cyano-phenyl)-4-oxo-1,3,8-triaza-spiro[4.5]dec-1-ene-8-carboxylic acid tert-butyl ester as a white powder (235 mg, 71%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09169254B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-6e221216c31f42d1af0da3a7e5931de8 |
| Source note | uspto-grants-2015_10 |