HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonium Chloride → 7-Anilino-3-fluoro-5-oxo-8-phenyl-5,8-dihydro-1,8-naphthyridine-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | Ethyl 7-anilino-3-fluoro-5-oxo-8-phenyl-5,8-dihydro-1,8-naphthyridine-2-carboxylate | HCID 21948195 | — |
| Catalyst | Methanol | HCID 887 | — |
| Solvent | Ammonia | HCID 222 | — |
| Product | 7-Anilino-3-fluoro-5-oxo-8-phenyl-5,8-dihydro-1,8-naphthyridine-2-carboxamide | HCID 10156241 | 71.2% |
Reaction Steps
A suspension of ethyl 7-anilino-3-fluoro-5-oxo-8-phenyl-5,8-dihydro-1,8-naphthyridine-2-carboxylate (50 mg, 0.12 mmol), and NH4Cl (10 mg, 0.19 mmol) in concentrated NH3 (3 mL) and MeOH (8 drops) was stirred for 16 h at room temperature. The solid was collected by filtration washing with water. Trituration with Et2O, provided 7-anilino-3-fluoro-5-oxo-8-phenyl-5,8-dihydro-1,8-naphthyridine-2-carboxamide as a yellow solid (32 mg, 71%): LCMS RT: 1.93 min, MH+: 375.3. This transformation can also be accomplished using EDCI/HOBT coupling with NH3.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07109196B2 |
| Source dataset | uspto-grants-2006_09 |
| ORD ID | ord-317fdb2e809d4c3a9169272fdcb914c2 |
| Source note | uspto-grants-2006_09 |