HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → N-(7-phenoxy-1,8-naphthyridin-2-yl)cyclopropanecarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Cyclopropanecarboxylic acid | HCID 15655 | — |
| Reactant | 2-Amino-7-phenoxy-1,8-naphthyridine | HCID 13787373 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-(7-phenoxy-1,8-naphthyridin-2-yl)cyclopropanecarboxamide | HCID 20217561 | 49.7% |
Reaction Conditions
| Temperature | 4 °C |
|---|
Reaction Steps
The procedure is similar to that described in Example 1, but starting with cyclopropanecarboxylic acid (4.8 g), N,N'-carbonyldiimidazole (9.07 g) and 2-amino-7-phenoxy-1,8-naphthyridine (10 g). The product produced by precipitation in water (11.2 g; m.p. approximately 170° C.) is dissolved in boiling ethanol (200 cc). After 2 hours' cooling at 4° C., the crystallised solid is separated by filtration, washed with ethanol (2×10 cc) and dried at 40° C. under reduced pressure (0.067 kPa). N-(7-Phenoxy-1,8-naphthyridin-2-yl)cyclopropanecarboxamide (6.4 g) is produced, m.p. 190° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04642308 |
| Source dataset | uspto-grants-1987_02 |
| ORD ID | ord-19434691959c45ceaf8b8f7392c6e1d7 |
| Source note | uspto-grants-1987_02 |