Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 18399334 | HCID 18399334 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 18398822 | HCID 18398822 | 93.2% |
Reaction Steps
The compound obtained in Example 317 (3.66 g) is dissolved in 1,4-dioxane (45 ml), and thereto are added conc. hydrochloric acid (50 ml) and methanol (5 ml). The mixture is heated with stirring at 90° C. for 1.5 hour. To the mixture is added gradually a 2M aqueous sodium hydroxide solution (200 ml) under ice-cooling, and the mixture is neutralized with a saturated aqueous sodium hydrogen carbonate solution. The mixture is extracted with ethyl acetate, and the extract is washed, dried, and concentrated under reduced pressure. The residue is crystallized from diethyl ether to give 2-(4-aminophenyl)-4-(4-bromo-3,5-dimethoxyphenyl)-7-hydroxy-6-methoxy-3-methoxycarbonyl-1(2H)-isoquinolinone (2.54 g) as listed in Table 27.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06486155B1 |
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| Source dataset | uspto-grants-2002_11 |
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| ORD ID | ord-a10a1469b050471c83c5b596af01238b |
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| Source note | uspto-grants-2002_11 |
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