HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Methoxybenzoic Acid → N-(7-methoxy-1,8-naphthyridin-2-yl)-3-methoxybenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Methoxybenzoic Acid | HCID 11461 | — |
| Reactant | 7-methoxy-1,8-Naphthyridin-2-amine | HCID 21793027 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | N-(7-methoxy-1,8-naphthyridin-2-yl)-3-methoxybenzamide | HCID 20217500 | 70.4% |
Reaction Conditions
| Temperature | 4 °C |
|---|
Reaction Steps
The procedure is similar to that described in Example 1, but starting with 3-methoxybenzoic acid (9.1 g), N,N'-carbonyldiimidazole (9.7 g) and 2-amino-7-methoxy-1,8-naphthyridine (7 g). The product produced by precipitation in water (13 g; m.p. approximately 75° C.) is dissolved in 90 cc of boiling acetonitrile. After 3 hours' cooling at 4° C., the crystallised solid is separated by filtration, washed with acetonitrile (3×10 cc) and dried at 50° C. under reduced pressure (0.067 kPa). N-(7-methoxy-1,8-naphthyridin-2-yl)-3-methoxybenzamide (8.7 g) is produced, m.p. 135° C.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04642308 |
| Source dataset | uspto-grants-1987_02 |
| ORD ID | ord-afdf05b3660c40568dffc0b8ee8ae755 |
| Source note | uspto-grants-1987_02 |