HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Anhydride → N-[2-(2-phenyl-8,9-dihydro-7H-cyclopenta[c]pyrazolo[1,5-a]pyridin-9-yl)ethyl]acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-(2-phenyl-8,9-dihydro-7H-cyclopenta[c]pyrazolo[1,5-a]pyridin-9-yl)ethanamine | HCID 59145877 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-[2-(2-phenyl-8,9-dihydro-7H-cyclopenta[c]pyrazolo[1,5-a]pyridin-9-yl)ethyl]acetamide | HCID 25025105 | 84.7% |
Reaction Steps
2-(2-Phenyl-8,9-dihydro-7H-cyclopenta[c]pyrazolo[1,5-a]pyridin-9-yl)ethanamine (200 mg, 0.721 mmol) was dissolved in tetrahydrofuran (7 mL), triethylamine (201 μL, 1.44 mmol) and acetic anhydride (81.8 μL, 0.865 mmol) were added under ice-cooling, and the mixture was stirred for 15 min. Saturated aqueous sodium hydrogen carbonate solution was added to the reaction solution, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate) to give the title compound (195 mg, total yield from Reference Example 65, 69%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08247429B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-9ffd79b7994e4cfb971d479b54ea6e6c |
| Source note | uspto-grants-2012_08 |