HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetonitrile → N-(7-chloro-1,8-naphthyridin-2-yl)-3-fluorobenzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | 3-Fluorobenzoic Acid | HCID 9968 | — |
| Reactant | 7-Chloro-1,8-naphthyridin-2-amine | HCID 85199 | — |
| Solvent | Water | HCID 962 | — |
| Product | N-(7-chloro-1,8-naphthyridin-2-yl)-3-fluorobenzamide | HCID 13579404 | 75.4% |
Reaction Conditions
| Temperature | 4 °C |
|---|
Reaction Steps
The procedure is similar to that described in Example 1, but starting with 3-fluorobenzoic acid (20 g), N,N'-carbonyldiimidazole (23 g) and 2-amino-7-chloro-1,8-naphthyridine (16.9 g). The product produced by precipitation in water (25 g; m.p. 201° C.) is dissolved in boiling acetonitrile (230 cc). After 4 hours' cooling at 4° C., the crystallised solid is separated by filtration, washed with acetonitrile (2×20 cc) and dried at 40° C. under reduced pressure (0.067 kPa). N-(7-chloro-1,8-naphthyridin-2-yl)-3-fluorobenzamide (21.4 g) is produced, m.p. 202° C. EXAMPLE 15
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04642308 |
| Source dataset | uspto-grants-1987_02 |
| ORD ID | ord-81906540c37c408e9a9cb258edbf692e |
| Source note | uspto-grants-1987_02 |