HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → N-[2-(2-methyl-8,9-dihydro-7H-cyclopenta[c]pyrazolo[1,5-a]pyridin-9-yl)ethyl]cyclopropanecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Cyclopropanecarbonyl chloride | HCID 77637 | — |
| Reactant | 2-(2-methyl-8,9-dihydro-7H-cyclopenta[c]pyrazolo[1,5-a]pyridin-9-yl)ethanamine | HCID 59145840 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | N-[2-(2-methyl-8,9-dihydro-7H-cyclopenta[c]pyrazolo[1,5-a]pyridin-9-yl)ethyl]cyclopropanecarboxamide | HCID 25025106 | 74.1% |
Reaction Steps
To a mixture of 2-(2-methyl-8,9-dihydro-7H-cyclopenta[c]pyrazolo[1,5-a]pyridin-9-yl)ethanamine (69.7 mg, 0.324 mmol) and triethylamine (90.3 μL, 0.648 mmol) in tetrahydrofuran (3 mL) was added cyclopropanecarbonyl chloride (35.3 μL, 0.389 mmol) under ice-cooling, and the mixture was stirred for 15 min. The reaction solution was diluted with saturated aqueous sodium hydrogen carbonate 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 (68.0 mg, yield 74%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08247429B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-5fbe11360dde4e80a8fddde87d458ed7 |
| Source note | uspto-grants-2012_08 |