HuagongsheHuagongshe Chemistry Print Report · For research reference only
Furan-3-boronic acid → HCID 22631052, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Furan-3-boronic acid | HCID 2734358 | — |
| Reactant | 4-(Pyrimidin-2-yl)bromobenzene | HCID 22287544 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 22631052 | HCID 22631052 | 65% |
Reaction Steps
A suspension of 3-furanboronic acid (672 mg, 6 mmol) in 2M aq. Na3CO3 (10 mL, 20 mmol) and ethanol (8 mL) was added to a solution of 2-(4-bromo-phenyl)pyrimidine (1.30 g, 5.55 mmol, prepared as described in U.S. Pat. No. 5,780,473) and tetrakis(triphenylphosphine)palladium (693 mg, 0.60 mmol) in DME (30 mL). The reaction mixture was refluxed for 18 h, cooled to rt, diluted with ethyl acetate, washed with sat. aq. NaHCO3 and brine, dried with Na2SO4, and concentrated in vacuo. Purification by medium pressure liquid chromatography (SiO2, 3:1 hexanes/ethyl acetate) gave 793 mg (65%) of the title compound. MS 223 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06825170B2 |
| Source dataset | uspto-grants-2004_11 |
| ORD ID | ord-9d3177504f114a249187e7f26560dc7c |
| Source note | uspto-grants-2004_11 |