HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(3-Chloropyridin-2-yl)ethanone → 5-Chloro-2-(3-chloropyridin-2-yl)-[1,8]naphthyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(3-Chloropyridin-2-yl)ethanone | HCID 14644972 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | 2-Amino-4-chloropyridine-3-carbaldehyde | HCID 46203541 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-Chloro-2-(3-chloropyridin-2-yl)-[1,8]naphthyridine | HCID 57561161 | — |
Reaction Conditions
| Temperature | -20 °C |
|---|
Reaction Steps
Dissolve 2-amino-4-chloronicotinaldehyde (312 mg, 2.0 mmol) and 2-acetyl-3-chloropyridine (310 mg, 2.0 mmol) in anhydrous THF (5.0 mL) and cool it to −20° C. under N2 atmosphere. Add in portion t-BuOK (448 mg, 4.0 mmol) to the reaction mixture and stir the mixture at 10° C. for 2 hours. Concentrate the reaction mixture under vacuum, dilute the residue with water (10 mL), filter the solid, wash the solid with water and dry under high vacuum to afford the title product as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07488740B2 |
| Source dataset | uspto-grants-2009_02 |
| ORD ID | ord-96e8cbfd6aa44777b0f8b9ec6aed11d6 |
| Source note | uspto-grants-2009_02 |