HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Methyl 2-phenylfuro[3,2-c]pyrazolo[1,5-a]pyridine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Phenylpropynoic acid methyl ester | HCID 138378 | — |
| Reactant | 5-Aminofuro[3,2-c]pyridin-5-ium 2,4-dinitrobenzenolate | HCID 86638665 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 2-phenylfuro[3,2-c]pyrazolo[1,5-a]pyridine-1-carboxylate | HCID 59179362 | 51% |
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 methyl 3-phenylpropiolate (509 μL, 3.45 mmol) under ice-cooling, and the mixture was stirred at room temperature for 15 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→40/60) to give the title compound (467 mg, yield 51%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08273761B2 |
| Source dataset | uspto-grants-2012_09 |
| ORD ID | ord-e50c3208e3c54f509d94441ea5280e46 |
| Source note | uspto-grants-2012_09 |