HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 68749705, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1-((2-(Trimethylsilyl)ethoxy)methyl)-1,3-dihydro-2H-pyrrolo(2,3-b)pyridin-2-one | HCID 57458886 | — |
| Reactant | (5-Bromopyridine-2,3-diyl)dimethanediyl dimethanesulfonate | HCID 86665188 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 68749705 | HCID 68749705 | — |
Reaction Steps
(5-Bromopyridine-2,3-diyl)dimethanediyl dimethanesulfonate (17.0 g, 45.4 mmol) was added to a mixture of 1-{[2-(trimethylsilyl)ethoxy]methyl}-1,3-dihydro-2H-pyrrolo[2,3-b]pyridin-2-one (prepared according to the procedures described in WO2008/020902, 14.0 g, 53.0 mmol) and cesium carbonate (49.0 g, 150 mmol) in ethanol (500 mL) 23° C., and the resulting mixture was stirred for 20 h. The reaction mixture was concentrated then partitioned between ethyl acetate (500 mL) and water (500 mL). The organic layer was dried over magnesium sulfate and concentrated. The residue was purified via silica gel chromatography (heptane initially, grading to 100% EtOAc) to give the title compound. MS: m/z=448.1 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09227973B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-0ff26d9f64b943e49753521a220196c0 |
| Source note | uspto-grants-2016_01 |