Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Propanol | HCID 1031 | — |
| Reactant | 2-Fluorobenzoic acid | HCID 9935 | — |
| Reactant | 7-Chloro-1,8-naphthyridin-2-amine | HCID 85199 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 13579403 | HCID 13579403 | 55.5% |
Reaction Steps
The procedure is similar to that described in Example 1, but starting with 2-fluorobenzoic acid (11.2 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 (13.6 g; m.p. 218° C.) is dissolved in boiling 1-propanol (450 cc). After 3 hours' cooling at 4° C., the crystallised solid is separated by filtration, washed with 1-propanol (3×20 cc) and dried at 40° C. under reduced pressure (0.067 kPa). N-(7-chloro-1,8-naphthyridin-2-yl)-2-fluorobenzamide (8.3 g) is produced, m.p. 222° C. EXAMPLE 14
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-4e10c67e1e494e3d8851cead836e9c0e |
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| Source note | uspto-grants-1987_02 |
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