HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetonitrile → N-(7-methoxy-1,8-naphthyridin-2-yl)-4-ethoxybenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | 4-Ethoxybenzoic acid | HCID 12093 | — |
| Reactant | 7-methoxy-1,8-Naphthyridin-2-amine | HCID 21793027 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-(7-methoxy-1,8-naphthyridin-2-yl)-4-ethoxybenzamide | HCID 20217554 | 67.7% |
Reaction Conditions
| Temperature | 4 °C |
|---|
Reaction Steps
The procedure is similar to that described in Example 1, but starting with 4-ethoxybenzoic acid (8 g), N,N'-carbonyldiimidazole (7.8 g) and 2-amino-7-methoxy-1,8-naphthyridine (5.6 g). The product produced by precipitation in water (9.4 g; m.p. 74° C.) is dissolved in boiling acetonitrile (94 cc). After 3 hours' cooling at 4° C., the crystallised solid is separated by filtration, washed with acetonitrile (3×20 cc) and dried at 30° C. under reduced pressure (0.067 kPa). N-(7-methoxy-1,8-naphthyridin-2-yl)-4-ethoxybenzamide (7 g) is produced, m.p. 145° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04642308 |
| Source dataset | uspto-grants-1987_02 |
| ORD ID | ord-5cc7a14a75ef4fc98a49b3b98d004259 |
| Source note | uspto-grants-1987_02 |