HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → ethyl 9-[2-(acetylamino)ethyl]-2-methyl-8,9-dihydro-7H-cyclopenta[c]pyrazolo[1,5-a]pyridine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | ethyl 9-(2-aminoethyl)-2-methyl-8,9-dihydro-7H-cyclopenta[c]pyrazolo[1,5-a]pyridine-1-carboxylate | HCID 59145868 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | ethyl 9-[2-(acetylamino)ethyl]-2-methyl-8,9-dihydro-7H-cyclopenta[c]pyrazolo[1,5-a]pyridine-1-carboxylate | HCID 59145881 | 56% |
Reaction Steps
To a mixture of ethyl 9-(2-aminoethyl)-2-methyl-8,9-dihydro-7H-cyclopenta[c]pyrazolo[1,5-a]pyridine-1-carboxylate (50.0 mg, 0.174 mmol) and triethylamine (36.4 μL, 0.261 mmol) in tetrahydrofuran (2 mL) was added acetic anhydride (24.7 μL) under ice-cooling, and the mixture was stirred at room temperature for 30 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→5/95) and recrystallization (diisopropyl ether) to give the title compound (32.1 mg, yield 56%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08247429B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-3490e6d5af324b348bdf183204ee013c |
| Source note | uspto-grants-2012_08 |