HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 66772508, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 3-(Methoxycarbonyl)benzeneboronic acid | HCID 2734714 | — |
| Reactant | HCID 66772224 | HCID 66772224 | — |
| Catalyst | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane--water (1/1) | HCID 21886435 | — |
| Product | HCID 66772508 | HCID 66772508 | — |
Reaction Steps
A solution of 3-((5-bromo-3-methylfuran-2-yl)methylene)indolin-2-one (125 mg, 0.41 mmol), 3-(methoxycarbonyl)phenylboronic acid (115 mg, 0.64 mmol), Cs2CO3 (270 mg, 0.83 mmol) and PdCl2(dppf) (16 mg, 0.02 mmol) in H2O/dioxane (5%, 5 mL) was heated at reflux for 1 h. The reaction mixture was diluted with H2O (150 mL) and extracted with EtOAc (3×100 mL). The organic layer was washed with brine (100 mL) and dried over Na2SO4 and concentrated to yield the desired methyl 3-(4-methyl-5-((2-oxoindolin-3-ylidene)methyl)furan-2-yl)benzoate. LCMS (ES): m/z 360 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08124649B2 |
| Source dataset | uspto-grants-2012_02 |
| ORD ID | ord-1d8e39f47bab4115bb0dcbf3e6801913 |
| Source note | uspto-grants-2012_02 |