HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-hydroxy-2-pyridinecarboximidoyl chloride → 7-[cis-3-(2-Pyridyl)-3a,4,6,6a-tetrahydropyrrolo[3,4-d]isoxazol-5-yl]-1-cyclopropyl-8-methoxy-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-hydroxy-2-pyridinecarboximidoyl chloride | HCID 421736 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1-Cyclopropyl-7-(2,5-dihydro-pyrrol-1-yl)-6-fluoro-8-methoxy-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid | HCID 57555552 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 7-[cis-3-(2-Pyridyl)-3a,4,6,6a-tetrahydropyrrolo[3,4-d]isoxazol-5-yl]-1-cyclopropyl-8-methoxy-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid | HCID 68974402 | — |
Reaction Steps
Chloro oxime 2e (70 mg; 0.44 mmol), olefin 119 (100 mg; 0.29 mmol) and sodium bicarbonate (50 mg) in ethyl acetate (10 mL) were heated at reflux temperature overnight. The solid was filtered and the filtrate evaporated. The residue was triturated with methanol to yield acid 122.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07902227B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-d5839582b235447fbe5880d4ccced474 |
| Source note | uspto-grants-2011_03 |