Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Thiophene-3-carboxylic acid | HCID 6918 | — |
| Reactant | 7-Chloro-1,8-naphthyridin-2-amine | HCID 85199 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 13579414 | HCID 13579414 | 27.7% |
Reaction Steps
The procedure is similar to that described in Example 1, but starting with 3-thiophenecarboxylic acid (16 g), N,N'-carbonyldiimidazole (20.1 g) and 2-amino-7-chloro-1,8-naphthyridine (16.8 g). The product produced by precipitation in water (10.6 g; m.p. 250° C.) is dissolved in boiling acetonitrile (980 cc). After 2 hours' cooling at 4° C., the crystallised solid is separated by filtration, washed with acetonitrile (2×25 cc) and dried at 40° C. under reduced pressure (0.067 kPa). N-(7-Chloro-1,8-naphthyridin-2-yl)-3-thiophenecarboxamide (7.5 g) is produced, m.p. 254° 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-c4b5a54650eb488f8b2ecc8916bf8550 |
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| Source note | uspto-grants-1987_02 |
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