HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 23003278, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-Thiopheneboronic acid | HCID 2733960 | — |
| Reactant | HCID 23003358 | HCID 23003358 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 23003278 | HCID 23003278 | 83% |
Reaction Steps
A mixture of methyl[6-chloro-2-(4-bromobenzoyl)-1H-indol-3-yl]acetate (Example 206, 0.40 g, 0.98 mmol), thiophene-2-boronic acid (0.14 g, 1.08 mmol), saturated aqueous sodium bicarbonate (4 ml), and dichlorobis(triphenylphosphine)palladium(II) (70 mg, 0.098 mmol) in DME (15 ml) was refluxed for 3 h. The mixture was poured into water (30 ml), and extracted with ethyl acetate (50 ml×2). The combined extracts were washed with brine (50 ml), dried (MgSO4), and concentrated. The residue was purified by flash column chromatography eluting with ethyl acetate-hexane (1:6) to afford 0.33 g (83%) of the title compound as yellow solids.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06608070B1 |
| Source dataset | uspto-grants-2003_08 |
| ORD ID | ord-6202187cba184536887f1954f7b75afc |
| Source note | uspto-grants-2003_08 |