HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 12114194, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (S)-(+)-2,2-Dimethyl-1,3-dioxolan-4-ylmethyl p-Toluenesulfonate | HCID 2723760 | — |
| Reactant | HCID 23434148 | HCID 23434148 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | HCID 12114194 | HCID 12114194 | 90% |
Reaction Steps
A mixture of 0.6 g (1.6 mmol) of [2-amino-1-(4-fluorophenyl)-5-pyridin-3-yl-1H-pyrrol-3-yl](hydroxyphenyl)methanone, 1.06 g (3.7 mmol) of L-α,β-isopropylideneglycerol-γ-tosylate and 1.2 g (8.7 mmol) of potassium carbonate in 10 mL of DMF was heated at 80°. After 16 h, the reaction mixture was cooled to room temperature, poured into brine and extracted with ethyl acetate. The extracts were dried over sodium sulfate, concentrated under reduced pressure and purified by flash chromatography (gradient elution: 15-50% ethyl acetate/hexane) to give 0.7 g (90%) of [2-amino-1-(4-fluorophenyl)-5-pyridin-3-yl-1H-pyrrol-3-yl]-[3-(2,2-dimethyl-[1,3 ]dioxolan-4(S)-ylmethoxy)-phenyl]-methanone.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06696471B2 |
| Source dataset | uspto-grants-2004_02 |
| ORD ID | ord-a49c8f5093b740dca7eb0564b2536f3e |
| Source note | uspto-grants-2004_02 |