HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 18548951, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-(3-Chloro-4-fluorophenylamino)-6-fluoro-1,7-naphthyridine-3-carbonitrile | HCID 18548953 | — |
| Reactant | HCID 23680072 | HCID 23680072 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 18548951 | HCID 18548951 | 66% |
Reaction Steps
To 250 mg of 4-(3-chloro-4-fluoro-phenylamino)-6-fluoro-[1.7]naphthyridine-3-carbonitrile under an inert atmosphere was added 8 mL of 1 M sodium (2-dimethylamino-ethoxide) in tetrahydrofuran. After refluxing for 2 hours, the reaction was stripped of tetrahydrofaran and water was added. The product was filtered, washed with water, dried, and recrystallized from chloroform/ether/hexanes to give 210 mg (66%) of 4-(3-chloro-4-fluoro-phenylamino)-6-(2-dimethylamino-ethoxy)-[1.7]naphthyridine-3-carbonitrile as a yellow solid: melting point 131-132° C.; mass spectrum (m/e): M+H 386.0.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06355636B1 |
| Source dataset | uspto-grants-2002_03 |
| ORD ID | ord-86c54ce0d60c4be2ba10127841d1f22a |
| Source note | uspto-grants-2002_03 |