HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → HCID 59002969, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | ethyl 3-(tert-butylamino)-2-(2,4,5-trifluoro-3-methoxybenzoyl)prop-2-enoate | HCID 178472000 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 59002969 | HCID 59002969 | 98% |
Reaction Steps
A solution of NaH (5.61 g, 140 mmol, 60% in oil) in DMF (300 mL) was cooled to 0° C. and treated dropwise with ethyl 3-(tert-butylamino)-2-(2,4,5-trifluoro-3-methoxybenzoyl)acrylate (42.02 g, 117 mmol) in DMF (100 mL). The reaction mixture was stirred at room temperature for 2 h. The reaction mixture was poured into ice water and the resulting precipitate was removed by filtration, washed with water and then dried to yield ethyl 1-tert-butyl-6,7-difluoro-1,4-dihydro-8-methoxy4-oxoquinoline-3-carboxylate (38.9 g, 98%) as a pale yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08063221B2 |
| Source dataset | uspto-grants-2011_11 |
| ORD ID | ord-33af54e7a8f74b2493a59322d4a16c8f |
| Source note | uspto-grants-2011_11 |