Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Morpholinoethanol | HCID 61163 | — |
| Reactant | HCID 56591859 | HCID 56591859 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 56591951 | HCID 56591951 | — |
Reaction Steps
A solution of 198 mg (0.50 mmol) 2-(2-fluoro-phenyl)-4-(8-nitro-isoquinolin-5-yl)-[1,8]naphthyridine (synthesis see example 6) and 131 mg (1.00 mmol) 4-(2-hydroxyethyl)morpholine in 1 ml dioxane was treated with 326 mg (1.00 mmol) cesium carbonate (3.0 mmol). The resulting slurry was stirred at 80° C. for three days. The reaction mixture was cooled to room temperature and partitioned between water and dichloromethane. The organic phase was dried over sodium sulfate and evaporated. The residue was chromatographed on a silica gel column with dichloromethane/methanol as eluent yielding 2-(2-fluoro-phenyl)-4-[8-(2-morpholin-4-yl-ethoxy)-isoquinolin-5-yl]-[1,8]naphthyridine as colourless solid; HPLC/MS: 1.37 min, [M+H] 481.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08791113B2 |
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| Source dataset | uspto-grants-2014_07 |
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| ORD ID | ord-23f93c9ed7c042eb99f7fb5ff0e84de0 |
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| Source note | uspto-grants-2014_07 |
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