HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 8-Trifluoromethoxy-2-oxo-2H-chromene-3-carboxylic acid [3-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-phenyl]-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | 3-(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)aniline | HCID 54912289 | — |
| Reactant | 8-Trifluoromethoxy-3-carboxy-coumarin | HCID 86650358 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 8-Trifluoromethoxy-2-oxo-2H-chromene-3-carboxylic acid [3-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-phenyl]-amide | HCID 86650411 | 67.9% |
Reaction Steps
DIEA (0.013 mL, 0.072 mmol) was added to 8-trifluoromethoxy-3-carboxy-coumarin (0.020 g, 0.067 mmol) and HATU (0.028 g, 0.072 mmol) in 0.36 mL of DMF with constant stirring at room temperature until a clear solution resulted. Subsequently, 3-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-phenylamine (0.015 g, 0.067 mmol) was added and allowed to react overnight when a solid precipitated out of solution. The resulting precipitate was filtered, dried under suction, and finally dried overnight in vacuo to give 0.022 g of product in 67% yield: LCMS (ESI) m/z 484 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08642788B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-5756bb8e5e4a45fda4dcd61bacfdd43b |
| Source note | uspto-grants-2014_02 |