HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 6-(2-Fluorophenyl)-5-oxo-1,2,3,5-tetrahydroindolizine-8-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Fluorophenylboronic acid | HCID 2734354 | — |
| Reactant | 5-Oxo-8-propionyl-1,2,3,5-tetrahydroindolizin-6-yl trifluoromethanesulfonate | HCID 86614016 | — |
| Solvent | Toluene ethanol | HCID 21863594 | — |
| Product | 6-(2-Fluorophenyl)-5-oxo-1,2,3,5-tetrahydroindolizine-8-carboxylic acid | HCID 66844827 | 64% |
Reaction Conditions
| Temperature | 160 °C |
|---|
Reaction Steps
A mixture of 5-oxo-8-propionyl-1,2,3,5-tetrahydroindolizin-6-yl trifluoromethanesulfonate (0.10 g, 0.292 mmol), 2-fluorophenylboronic acid (0.050 g, 0.38 mmol), and 2M Na2CO3 (0.75 mL, 1.46 mmol) in toluene/EtOH (4 mL, 4:1) was heated at 160° C. for 30 min. in a Microwave Synthesizer. The mixture was cooled, and the layers were separated. The aqueous layer was acidified and the precipitate was filtered and air dried to afford the title compound (0.051 g, 64%). MS (m/z, M+1): 274.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08163766B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-d02421a38de44ea5960caa6d3008ee4f |
| Source note | uspto-grants-2012_04 |