HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 8-Methoxy-2-oxo-2H-chromene-3-carboxylic acid (3-pyrimidin-5-yl-phenyl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 8-Methoxy-2-oxo-2H-chromene-3-carboxylic acid | HCID 234562 | — |
| Reactant | 3-Pyrimidin-5-ylaniline | HCID 7162049 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 8-Methoxy-2-oxo-2H-chromene-3-carboxylic acid (3-pyrimidin-5-yl-phenyl)-amide | HCID 86650432 | 62% |
Reaction Steps
DIEA (0.012 mL, 0.071 mmol) was added to 8-methoxy-3-carboxy-coumarin (0.014 g, 0.065 mmol) and HATU (0.027 g, 0.071 mmol) in 0.5 mL of DMF with constant stirring at room temperature until a clear solution resulted. Subsequently, 3-pyrimidin-5-yl-phenylamine (0.011 g, 0.065 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 0.015 g of product in 62% yield: LCMS (ESI) m/z 374 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08642788B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-87fce3611b4343129b2fa876f9153496 |
| Source note | uspto-grants-2014_02 |