Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 1,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene) | HCID 24670 | — |
| Reactant | 7-Chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid | HCID 11055142 | — |
| Solvent | Sodium Hydroxide | HCID 14798 | — |
| Product | HCID 57025020 | HCID 57025020 | — |
Reaction Steps
7-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid (2.0 g) was added portionwise to a boiling solution of Dowtherm (50 ml heated at 250° C.) and further stirred at this temperature for 1 h. The reaction mixture was allowed to reach rt and diluted with 1N NaOH (100 ml) and extracted with EA. The org. phase was discarded. The aq. phase was acidified with 3N HCl and extracted with ether/EA. The aq. layer was filtered and the filtrate was extracted with ether/EA. The combined org. layers were washed with water and brine dried over MgSO4, filtered and evaporated under reduced pressure affording a solid which was stirred in Hept/EA and filtered. The filtrate was concentrated under reduced pressure and purified by CC (EA to EA/MeOH 9:1), affording a beige solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09079922B2 |
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| Source dataset | uspto-grants-2015_07 |
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| ORD ID | ord-fde659a1129a4844b9bc45e56959244e |
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| Source note | uspto-grants-2015_07 |
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