HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → N-(7-propargyloxy-1,8-naphthyridin-2-yl)-4-methoxybenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | 4-Methoxybenzoic Acid | HCID 7478 | — |
| Reactant | 2-Amino-7-propargyloxy-1,8-naphthyridine | HCID 20217503 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-(7-propargyloxy-1,8-naphthyridin-2-yl)-4-methoxybenzamide | HCID 20217542 | 60.4% |
Reaction Conditions
| Temperature | 4 °C |
|---|
Reaction Steps
The procedure is similar to that described in Example 1, but starting with 4-methoxybenzoic acid (11.5 g), N,N'-carbonyldiimidazole (12 g) and 2-amino-7-propargyloxy-1,8-naphthyridine (10 g). The product produced by precipitation in water (15.3 g; m.p. 140° C.) is dissolved in boiling ethanol (190 cc). After 3 hours' cooling at 4° C., the crystallised solid is separated by filtration, washed with ethanol (3×20 cc) and dried at 50° C. under reduced pressure (0.067 kPa). N-(7-propargyloxy-1,8-naphthyridin-2-yl)-4-methoxybenzamide (10.1 g) is produced, m.p. 140° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04642308 |
| Source dataset | uspto-grants-1987_02 |
| ORD ID | ord-a8e06522851f4bc198a52a45cdce1096 |
| Source note | uspto-grants-1987_02 |