Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Quinaldic Acid | HCID 7124 | — |
| Reactant | 7-Chloro-1,8-naphthyridin-2-amine | HCID 85199 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 13787378 | HCID 13787378 | 26.8% |
Reaction Steps
The procedure is analogous to that described in Example 1, but starting with 2-quinolinecarboxylic acid (10.4 g), N,N'-carbonyldiimidazole (13 g) and 2-amino-7-chloro-1,8-naphthyridine (7.2 g). After cooling at 4° C., the crystallized solid is separated by filtration, washed with distilled water (5×50 cc) and air-dried. The product obtained (7.4 g; m.p. 260° C.) is dissolved in a mixture of dimethylformamide (200 cc) and methanol (200 cc). After cooling for 3 hours at 4° C., the crystallized solid is separated by filtration, washed with methanol (3×15 cc) and dried at 35° C. under reduced pressure (0.07 kPa). N-(7-Chloro-1,8-naphthyridin-2-yl)quinoline-2-carboxamide (3.6 g), m.p. 275° C., is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04720500 |
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| Source dataset | uspto-grants-1988_01 |
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| ORD ID | ord-e16d13c8706642ad9852f41065107695 |
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| Source note | uspto-grants-1988_01 |
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