Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1-Bromo-3-methylbutane | HCID 7891 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 178496200 | HCID 178496200 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 11438196 | HCID 11438196 | — |
Reaction Steps
Isopentyl bromide is added to a mixture of 3-(2-methoxyethoxymethyl)-7-hydroxyanthra[1,9cd]pyrazol-6(2H)-one and potassium carbonate in dimethylformamide at room temperature. After stirring the mixture for sixteen hours, water is added, and the mixture was extracted with ethyl acetate (×2). The combined organic layer is washed with aqueous sodium bicarbonate, water, 1 N hydrochloric acid, and brine, dried and evaporated. The residue is taken in 6N hydrochloric acid and heated at 80° C. for 4 hours. After cooling, the mixture is extracted with ethyl acetate (×2), and the combined organic layer is washed with brine, dried, and evaporated. The residue is purified by column chromatography to afford the title compound as yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07335676B2 |
|---|
| Source dataset | uspto-grants-2008_02 |
|---|
| ORD ID | ord-6dc534c801f843a6a04c892930c2984b |
|---|
| Source note | uspto-grants-2008_02 |
|---|