HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → 6-Methoxy-8-morpholin-4-ylmethyl-2-oxo-2H-chromene-3-carboxylic acid (3-imidazo[1,2-a]pyridin-2-yl-phenyl)-amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 3-(Imidazo(1,2-a)pyridin-2-yl)aniline | HCID 697021 | — |
| 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 | 8-(4-Morpholinylmethyl)-3-carboxy-6-methoxy-coumarin | HCID 86650361 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-Methoxy-8-morpholin-4-ylmethyl-2-oxo-2H-chromene-3-carboxylic acid (3-imidazo[1,2-a]pyridin-2-yl-phenyl)-amide | HCID 86650360 | 59% |
Reaction Steps
DIEA (0.030 mL, 0.17 mmol) was added to 8-(4-morpholinylmethyl)-3-carboxy-6-methoxy-coumarin (0.050 g, 0.16 mmol) and HATU (0.065 g, 0.17 mmol) in 1 mL of dimethylformamide (DMF) with constant stirring at room temperature until a clear solution resulted. Subsequently, 3-imidazo[1,2-a]pyridin-2-yl-phenylamine (0.033 g, 0.16 mmol) was added and allowed to react overnight, when a yellow solid precipitated out of solution. The precipitate was filtered and dried under suction and then in vacuo to give 0.047 g of 1541D in a 59% yield: LCMS (ESI) m/z 511 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08642788B2 |
| Source dataset | uspto-grants-2014_02 |
| ORD ID | ord-f283fc0316b440feae461ad363ea6281 |
| Source note | uspto-grants-2014_02 |