HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → HCID 86630974, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1-Fluoro-2,6-dichloropyridinium Triflate | HCID 2737311 | — |
| Reactant | 5-(2-Fluorophenyl)-1H-pyrrole-3-carboxaldehyde | HCID 46908593 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86630974 | HCID 86630974 | 13% |
Reaction Steps
To a solution (60 mL) of 5-(2-fluorophenyl)-1H-pyrrole-3-carbaldehyde (3.1 g) in tetrahydrofuran was added 2,6-dichloro-N-fluoropyridinium triflate (5.6 g) at 0° C., and the mixture was stirred at the same temperature for 2 hr. Saturated aqueous sodium hydrogencarbonate solution was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous sodium hydrogencarbonate solution, water and saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane-ethyl acetate=2:1) to give the title compound as white crystals (yield 0.43 g, 13%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08436187B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-01a3d9b9efe04be6a2a11a228b6e7674 |
| Source note | uspto-grants-2013_05 |