HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-[2-(8,9-dihydro-7H-cyclopenta[c]pyrazolo[1,5-a]pyridin-9-yl)ethyl]acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-(8,9-dihydro-7H-cyclopenta[c]pyrazolo[1,5-a]pyridin-9-yl)ethanamine hydrochloride | HCID 68698916 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-[2-(8,9-dihydro-7H-cyclopenta[c]pyrazolo[1,5-a]pyridin-9-yl)ethyl]acetamide | HCID 59145927 | 48.2% |
Reaction Steps
To a mixture of 2-(8,9-dihydro-7H-cyclopenta[c]pyrazolo[1,5-a]pyridin-9-yl)ethanamine hydrochloride (45.5 mg, 0.191 mmol) and triethylamine (206 μL, 1.48 mmol) in tetrahydrofuran (1.5 mL) was added acetic anhydride (42.0 μL, 0.444 mmol) under ice-cooling, and the mixture was stirred at room temperature for 15 min. Water (50 μL) was added, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (methanol/ethyl acetate=0/100→10/90) and recrystallization (ethyl acetate/diisopropyl ether) to give the title compound (22.4 mg, yield 48%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08247429B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-bb5ddf7c58a2488f8c57391c8168d80f |
| Source note | uspto-grants-2012_08 |