Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 4-(Dimethylamino)benzoic acid | HCID 12092 | — |
| Reactant | 7-Chloro-1,8-naphthyridin-2-amine | HCID 85199 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 13787385 | HCID 13787385 | 31.6% |
Reaction Steps
The procedure is analogous to that described in Example 1, but starting with 4-dimethylaminobenzoic acid (14.9 g), N,N'-carbonyldiimidazole (14.6 g) and 2-amino-7-chloro-1,8-naphthyridine (10.8 g). The crude product obtained by filtration of the reaction mixture (6.4 g; m.p. 248° C.) is dissolved in boiling dimethylformamide (95 cc). After cooling for 2 hours at 20° C., water (95 cc) is added. The crystallized solid is separated by filtration, washed with a dimethylformamide/water (50:50 by volume) mixture (2×10 cc), and dried at 45° C. under reduced pressure (0.07 kPa). N-(7-Chloro-1,8-naphthyridin-2-yl)-4-dimethylaminobenzamide (6.2 g), m.p. 248° 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-05e41dc766aa4c1ebf92a60036bb1c4a |
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| Source note | uspto-grants-1988_01 |
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