HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 4-(2-(4-bromophenylamino)benzo[d]oxazol-5-yloxy)-N-methylpicolinamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Chloro-N-methylpicolinamide | HCID 1476814 | — |
| Reactant | Potassium bis(trimethylsilyl)amide | HCID 3251421 | — |
| Reactant | 2-[(4-Bromophenyl)amino]benzoxazol-5-ol | HCID 22040387 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(2-(4-bromophenylamino)benzo[d]oxazol-5-yloxy)-N-methylpicolinamide | HCID 54581730 | — |
Reaction Steps
The mixture containing 2-[(4-bromophenyl)amino]benzoxazol-5-ol (1 eq), potassium bis(trimethylsilyl)amide (4 eq), was stirred in dimethylformamide for 30 min at room temperature. To this mixture was added (4-chloro(2-pyridyl)-N-methylcarboxamide (1 eq) and Potassium carbonate (1.2 eq) and microwaved for 6 mins at 150° C. The reaction mixture was then concentrated and partitioned between ethyl acetate and water. The organic layer was separated and washed with brine, dried, filtered and concentrated. Purification on Prep LC yielded the desired product. MS: MH+=439.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07728010B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-af93c00e6e8647f084581f242bb9372d |
| Source note | uspto-grants-2010_06 |