HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 178525893, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Potassium benzyltrifluoroboranuide | HCID 23692459 | — |
| Reactant | HCID 178472764 | HCID 178472764 | — |
| Catalyst | HCID 178418903 | HCID 178418903 | — |
| Solvent | Oxolane--water (1/1) | HCID 21881883 | — |
| Product | HCID 178525893 | HCID 178525893 | 81.5% |
Reaction Steps
[(8-Bromo-6-chloro-4-hydroxy-2-oxo-2H-thiochromene-3-carbonyl)-amino]-acetic acid ethyl ester (22(d)) (500 mg, 1.2 mmol) was dissolved in THF-water (4:1; 20 mL total volume). To the solution was added potassium benzyltrifluoroborate (285 mg, 1.2 mmol), cesium carbonate (1.2 g, 3.6 mmol), and bis(triphenylphosphino) palladium(II) dichloride (168 mg, 0.24 mmol). The mixture was heated to reflux for six hours, cooled and concentrated. The residue was triturated with hot methanol (20 mL) and filtered to provide the title compound (395 mg.) MS ESI(−) m/e: 402.355, 403.783 (M−1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08927591B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-cf5062aa835445c1a0f95d80f0946e00 |
| Source note | uspto-grants-2015_01 |