HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Pyrido[2,3-b][1,5]benzoxazepin-5(6H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 59783469 | HCID 59783469 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Pyrido[2,3-b][1,5]benzoxazepin-5(6H)-one | HCID 4296293 | 58% |
Reaction Conditions
| Temperature | 130 °C |
|---|
Reaction Steps
Title compound 430 (3.65 g, 14.7 mmol) was dissolved in DMF (25.0 mL) and sodium hydroxide powder (0.706 g, 17.7 mmol) was added. The reaction mixture was stirred at 130° C. for 5 hours. The mixture was cooled down to room temperature and ice cooled water was added. The precipitate was filtered. The solid was triturated in ethanol to afford title compound 431 (1.798 g, 58%) as a white solid. 1H NMR (DMSO-d6) δ (ppm): 10.75 (s, 1H), 8.50 (dd, J=4.8, 2.1 Hz, 1H), 8.27 (dd, J=7.6, 2.0 Hz, 1H), 7.46 (dd, J=7.5, 4.8 Hz, 1H), 7.34 (dd, J=7.8, 1.2 Hz, 1H), 7.25-7.14 (m, 3H). MS (m/z): 213.2 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399452B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-72c53a9c24dd46e0ad41eb17d764b955 |
| Source note | uspto-grants-2013_03 |