HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 66679841, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Tolylboronic acid | HCID 79799 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 10596718 | HCID 10596718 | — |
| Catalyst | CID 53485975 | HCID 53485975 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 66679841 | HCID 66679841 | 35% |
Reaction Steps
To a solution of ethyl 2,4-diiodo-1,3-oxazole-5-carboxylate (0.13 g, 0.32 mmol), (4-methylphenyl)boronic acid (48.0 mg, 0.35 mmol) and sodium carbonate (2.0 M; 0.40 mL, 0.80 mmol) in dioxane (2 mL) was added dichloro[1,1′-bis(diphenylphosphino)ferrocene]palladium(II) dichloromethane adduct (13.1 mg, 16.0 μmol). The mixture was stirred at ambient temperature. After 18 h, sat. NaHCO3 was added and the mixture was extracted with dichloromethane (3×). The combined organic extracts was dried over MgSO4, filtered and concentrated. Purification by silica gel chromatography (100% hexanes 50% hexanes/ethyl acetate) gave the title compound (40 mg). MS 357.0 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08946231B2 |
| Source dataset | uspto-grants-2015_02 |
| ORD ID | ord-745a2d32721346c48b20fdda2e5f4d7f |
| Source note | uspto-grants-2015_02 |