HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclopentanone → 5H-Cyclopenta[c]pyridine-1-carboxylicacid,6,7-dihydro-,ethylester(9CI)
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclopentanone | HCID 8452 | — |
| Reactant | Pyrrolidine | HCID 31268 | — |
| Reactant | Ethyl 1,2,4-triazine-3-carboxylate | HCID 12559180 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 5H-Cyclopenta[c]pyridine-1-carboxylicacid,6,7-dihydro-,ethylester(9CI) | HCID 45098665 | 25% |
Reaction Steps
Ethyl 1,2,4-triazine-3-carboxylate (7 g, 45.8 mmol), cyclopentanone (4.9 mL, 55.0 mmol), and pyrrolidine (4.6 mL, 55.0 mmol) in toluene (100 mL) were heated to reflux for 12 h. The mixture was purified by column on silica gel chromatography (PE/EtOAc=5:1) to give the title compound (2.02 g, 25%) as a brown oil. LCMS: 192 (M+1)+
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09034900B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-89c18a4837e349e69afab6a135847481 |
| Source note | uspto-grants-2015_05 |