HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → Ammonium Hydroxide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 4-Chloro-6,7-dimethoxyquinoline | HCID 459610 | — |
| Reactant | 3,4-dihydro-2H-benzo[b][1,4]oxazin-7-ol | HCID 19386564 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ammonium Hydroxide | HCID 14923 | — |
| Product | 7-(6,7-dimethoxyquinolin-4-yloxy)-3,4-dihydro-2H-benzo[b][1,4]oxazine | HCID 24824048 | — |
Reaction Steps
A solution of 3,4-dihydro-2H-benzo[b][1,4]oxazin-7-ol (2.5 g, 16.54 mmol), cesium carbonate (16.167, 49.62 mmol), and 4-chloro-6,7-dimethoxyquinoline (5.534 g, 24.81 mmol) in DMF (30 mL) was stirred for 15 h at 80° C. The solution was concentrated in vacuo and purified with column chromatography using 100% CH2Cl2→10% 90:10:1 CH2Cl2:MeOH:NH4OH to yield the title compound. MS (ESI, pos. ion) m/z: 339 (M+1). Mass calc'd for C19H18N2O4: 338.13.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08178557B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-7f5d5d2241cf4a179788710cf1e9620b |
| Source note | uspto-grants-2012_05 |