HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Fluorophenol → 2-Amino-7-(3-fluorophenoxy)-1,8-naphthyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Fluorophenol | HCID 9743 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 7-Chloro-1,8-naphthyridin-2-amine | HCID 85199 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 2-Amino-7-(3-fluorophenoxy)-1,8-naphthyridine | HCID 20217538 | 64.5% |
Reaction Conditions
| Temperature | 4 °C |
|---|
Reaction Steps
The procedure is similar to that described in Example 37, but starting with 2-amino-7-chloro-1,8-naphthyridine (18 g), 3-fluorophenol (44.8 g) and potassium hydroxide pellets (13.2 g; 85% purity). After treatment with caustic soda and washing, the product produced (23.5 g; m.p. 161° C.) is dissolved in boiling acetonitrile (120 cc). After 2 hours' cooling at 4° C., the crystallised solid is separated by filtration, washed with acetonitrile (2×10 cc) and dried at 40° C. under reduced pressure (0.067 kPa). 2-Amino-7-(3-fluorophenoxy)-1,8-naphthyridine (16.5 g) is produced, m.p. 165° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04642308 |
| Source dataset | uspto-grants-1987_02 |
| ORD ID | ord-3976e3a193f64660b0503eaaf83d212c |
| Source note | uspto-grants-1987_02 |