Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | 4-Methoxybenzoic Acid | HCID 7478 | — |
| Reactant | 7-methyl-1,8-naphthyridin-2-amine | HCID 594420 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 13579418 | HCID 13579418 | 72.6% |
Reaction Steps
The procedure is similar to that described in Example 1, but starting with 4-methoxybenzoic acid (12.2 g), N,N'-carbonyldiimidazole (10.3 g) and 2-amino-7-methyl-1,8-naphthyridine (9.5 g). The product produced by precipitation in water (14.4 g; m.p. 110° C.) is dissolved in boiling acetonitrile (150 cc). After 2 hours' cooling at 4° C., the crystallised solid is separated by filtration, washed with acetonitrile (2×10 cc) and dried at 45° C. under reduced pressure (0.067 kPa). N-(7-methyl-1,8-naphthyridin-2-yl)-4-methoxybenzamide (12.7 g) is produced, m.p. 119° 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-b5f3edb173cb4e62a85524d54e1a16a5 |
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| Source note | uspto-grants-1987_02 |
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