HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 59377407, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Triethylborane | HCID 7357 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | HCID 59377423 | HCID 59377423 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59377407 | HCID 59377407 | 56.2% |
Reaction Steps
A mixture of 6-amino-7-bromo-4-methyl-4H-benzo[1,4]oxazin-3-one (0.21 g, 0.82 mmol), triethylborane (2.47 ml of 1.0 M solution in hexane, 5.56 mmol), PdCl2dppf.CH2Cl2 (0.067 g, 0.082 mmol) and Cs2CO3 0.81 g, 2.46 mmol) in DMF (6 ml) was heated at 50° C. under argon for 18 hours. The mixture was partitioned between EtOAc and water. The EtOAc layed was dried (MgSO4), filtered, concentrated under reduced pressure and purified with prep-plate TLC (hexanes:EtOAc 1:1) to give 0.095 g of 6-amino-7-ethyl-4-methyl-4H-benzo[1,4]oxazin-3-one as a tan solid, 63%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08372865B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-e9d6ce9711fc48419e1102c8dc0f9e33 |
| Source note | uspto-grants-2013_02 |