HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 5-(2-Pyridin-4-ylfuran-3-yl)indan-1-one O-methyl oxime
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 4-(3-Bromo-furan-2-yl)-pyridine | HCID 15721831 | — |
| Reactant | 1-Methoxyimino-indan-5-boronic acid | HCID 73414681 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | 5-(2-Pyridin-4-ylfuran-3-yl)indan-1-one O-methyl oxime | HCID 86595413 | 61% |
Reaction Steps
A solution of the product of Step 5 (1.2 g, 5.4 mmol ) and the product of Step 6 (2.2 g, 6.4 mmol ) in 1,2-dimethoxyethane (40 ml) and water (20 ml) was treated with potassium carbonate (6.0 g, 43.2 mmol), palladium acetate (0.06 g, 0.27 mmol) and triphenylphosphine (0. 14 g, 0.54 mmol) and heated under reflux for 1.5 hours. After cooling to room temperature, the reaction mixture was poured into water, extracted into ethyl acetate, dried (MgSO4) and concentrated in vacuo. The residue was chromatographed on silica gel eluting with ethyl acetate to afford the title compound (1.0 g, 61%); MS(ES+) m/e 305 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07297694B2 |
| Source dataset | uspto-grants-2007_11 |
| ORD ID | ord-60382491e55543e58c66107ec9886fff |
| Source note | uspto-grants-2007_11 |