Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | 3-Methoxybenzoic Acid | HCID 11461 | — |
| Reactant | 7-Chloro-1,8-naphthyridin-2-amine | HCID 85199 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 13579406 | HCID 13579406 | 72% |
Reaction Steps
The procedure is similar to that described in Example 1, but starting with 3-methoxybenzoic acid (12.17 g), N,N'-carbonyldiimidazole (12.9 g) and 2-amino-7-chloro-1,8-naphthyridine (8.9 g). The product produced by precipitation in water (15.5 g; m.p. 176° C.) is dissolved in boiling 2-propanol (500 cc). After 2 hours' cooling at 4° C., the crystallised solid is separated by filtration, washed with 2-propanol (3×25 cc) and dried at 40° C. under reduced pressure (0.067 kPa). N-(7-chloro-1,8-naphthyridin-2-yl)-3-methoxybenzamide (11.2 g) is produced, m.p. 178° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04642308 |
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| Source dataset | uspto-grants-1987_02 |
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| ORD ID | ord-bdb7f8bdb88e4cb892d940dffdb5b82b |
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| Source note | uspto-grants-1987_02 |
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