HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 117667268, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-(Bromomethyl)oxane | HCID 2773286 | — |
| Reactant | HCID 117667108 | HCID 117667108 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 117667268 | HCID 117667268 | 50.2% |
Reaction Steps
To a solution of 6-(5-hydroxy-pyridin-3-yl)-3,4-dihydro-2H-[1,8]naphthyridine-1-carboxylic acid amide (25 mg, 0.092 mmol) in DMA (1 mL) is added 4-(bromomethyl)tetrahydropyran (20 mg, 0.11 mmol) and cesium carbonate (36 mg, 0.11 mmol). The resultant mixture is stirred at 70° C. for 16 h. Water is added and the mixture is extracted with EtOAc. The organic layers are combined, washed with brine and dried (Na2SO4). The solvent is evaporated and the crude product is purified by silica gel column eluting (0-10% MeOH in DCM) to afford the title compound (17 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181272B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-6519ef5805c94580abf633264a12ea3e |
| Source note | uspto-grants-2015_11 |