Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 18399287 | HCID 18399287 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 18398821 | HCID 18398821 | 16.7% |
Reaction Steps
To the compound obtained in Example 20 (1.51 g) are added methanol (150 ml) and 1M aqueous sodium hydroxide solution (3 ml), and the mixture is stirred at 60° C. overnight. To the reaction solution is further added 1M aqueous sodium hydroxide solution (1.5 ml) which is divided to two portions, and the mixture is refluxed for 12 hours. The reaction mixture is allowed to stand for cooling, and thereto are added water and ethyl acetate. The aqueous layer is separated, and acidified with hydrochloric acid, and further extracted with ethyl acetate. The ethyl acetate layers are combined, washed, dried, and concentrated under reduced pressure. The residue is crystallized from diethyl ether to give 2-(4-carboxyphenyl)-3-methoxycarbonyl-4-(3,4,5-trimethoxyphenyl)-1(2H)-isoquinolinone (245 mg) as listed in Table 4.
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-1498ca3475354a2497f17a1a1aba3763 |
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| Source note | uspto-grants-2002_11 |
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