HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Ethyl furo[3,2-c]pyrazolo[1,5-a]pyridine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ethyl propiolate | HCID 12182 | — |
| Reactant | 5-Aminofuro[3,2-c]pyridin-5-ium 2,4-dinitrobenzenolate | HCID 86638665 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ethyl furo[3,2-c]pyrazolo[1,5-a]pyridine-1-carboxylate | HCID 59179413 | 62.4% |
Reaction Steps
To a mixture of 5-aminofuro[3,2-c]pyridin-5-ium 2,4-dinitrobenzenolate (1.00 g, 3.14 mmol) and potassium carbonate (608 mg, 4.40 mmol) in dimethylformamide (20 mL) was added ethyl propiolate (350 μL, 3.45 mmol) under ice-cooling, and the mixture was stirred at room temperature for 12 hr. The reaction solution was diluted with water and extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane=10/90→440/60) to give the title compound (451 mg, yield 62%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08273761B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-8258568fc6604c12887eec62deb7e523 |
| Source note | uspto-grants-2012_09 |