HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethyl Acetate → 3-fluoro-N-(4-hex-1-enyl-naphthalen-1-yl)-5-morpholin-4-yl-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Hex-1-enylboronic Acid | HCID 2773444 | — |
| Reactant | N-(4-bromo-naphthalen-1-yl)-3-fluoro-5-morpholin-4-yl-benzamide | HCID 59553247 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 3-fluoro-N-(4-hex-1-enyl-naphthalen-1-yl)-5-morpholin-4-yl-benzamide | HCID 66737973 | 107.6% |
Reaction Steps
N-(4-Bromo-naphthalen-1-yl)-3-fluoro-5-morpholin-4-yl-benzamide (2.5 g, 5.8 mmol), 1-hexenyl boronic acid (1.06 g, 8.3 mmol), cesium carbonate (3.04 g, 9.34 mmol) and tetrakis triphenylphosphine palladium(0) (100 mg) in dioxane (22 ml) are heated to 100° C. under nitrogen for 24 hours. The mixture is then poured into ethyl acetate (200 ml) and washed with water (2×100 ml). The organic layer is dried over anhydrous sodium sulfate and evaporated to dryness to give 3-fluoro-N-(4-hex-1-enyl-naphthalen-1-yl)-5-morpholin-4-yl-benzamide as a brown solid (2.7 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07829560B2 |
| Source dataset | uspto-grants-2010_11 |
| ORD ID | ord-1dd240b7e38d4398b44b50a5a60beaf5 |
| Source note | uspto-grants-2010_11 |