Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | L-Tartaric acid | HCID 444305 | — |
| Reactant | HCID 12051756 | HCID 12051756 | — |
| Reactant | HCID 12230324 | HCID 12230324 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 21938355 | HCID 21938355 | 19.2% |
Reaction Steps
To a mixture of L-tartaric acid (0.600 g), sodium hydroxide (0.160 g), 1,4-dioxane (4 ml) and water (4 ml), added are sodium iodide (0.15 g) and 5-(methoxycarbonyl)-2-methylindole (0.378 g). Then, a 1,4-dioxane (2 ml) solution of 4-chloro-3-(chloromethyl)isoquinoline (0.50 g) is added thereto, and stirred at 100° C. for 56 hours. The reaction mixture is concentrated, and water is added to the residue, which is then extracted with ethyl acetate. The organic layer is dried and concentrated, and the resulting residue is purified through silica gel column chromatography to obtain 3-((4-chloroisoquinolin-3-yl)methyl)-5-(methoxycarbonyl)-2-methylindole (69) (0.14 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06410584B1 |
|---|
| Source dataset | uspto-grants-2002_06 |
|---|
| ORD ID | ord-9d4d262b6d04472f80574b3ca2986cdf |
|---|
| Source note | uspto-grants-2002_06 |
|---|