HuagongsheHuagongshe Chemistry Print Report · For research reference only
Di-3-pyridinylmethanone → HCID 11632460, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Di-3-pyridinylmethanone | HCID 298471 | — |
| Reactant | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Reactant | 1-[(4-Fluorophenyl)methyl]pyridin-2(1H)-one | HCID 45796144 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 11632460 | HCID 11632460 | — |
Reaction Steps
A solution of dipyridin-3-ylmethanone (1 g, 5.9 mmol) and 1-(4-fluorobenzyl)pyridin-2(1H)-one (1 g, 4.9 mmol) in THF (50 mL) was cooled to −78 C. To the resulting white suspension was added in a dropwise manner, LiHMDS (1M in THF, 6 mL). The resulting cream suspension was stirred for 30 min then allowed to warm up gradually to −30 C over 1 h. The reaction mixture was quenched with saturated NaHCO3 and then it was extracted once with ether and once with ethyl acetate. The combined extracts were dried over Na2SO4 and concentrated. The resulting yellow oil was purified by normal phase Gilson chromatography eluting with 98% DCM, 2% methanol. The product was isolated as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07879839B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-8459fdc5a8784574aab0a4de9e4da5c7 |
| Source note | uspto-grants-2011_02 |