Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| 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 | HCID 68452746 | HCID 68452746 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | Water ethanol | HCID 19096565 | — |
| Product | HCID 68456406 | HCID 68456406 | — |
Reaction Steps
3-(1-Cyanophthalazin-6-yl)-N-cyclopropyl-4-methylbenzamide (115 mg, 350 μmol) was dissolved in EtOH/water (1:1) (3.50 mL) with potassium hydroxide (39 mg, 700 μmol) and heated in a microwave oven for 15 min at 120° C. The reaction mixture was concentrated in vacuo and dissolved in DMF (700 μl) and morpholine (152 μl, 1751 μmol) to which HATU (399 mg, 1051 μmol) was added. The reaction was stirred at RT for 16 h, then diluted with ethyl acetate, filtered, diluted with 50 mL ethyl acetate, and partitioned with sodium bicarbonate (saturated, aqueous). The organic layers were washed 2×20 mL with sodium bicarbonate (saturated, aqueous), separated, dried over sodium sulfate, concentrated in vacuo, and purified by flash chromatography to give the title compound. MS (ES+): 417 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07759337B2 |
|---|
| Source dataset | uspto-grants-2010_07 |
|---|
| ORD ID | ord-7b2d9d0804554d5f8a83bee72b8ab60d |
|---|
| Source note | uspto-grants-2010_07 |
|---|
