Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 1,8-Diazabicyclo(5.4.0)undec-7-ene | HCID 81184 | — |
| Reactant | 3-Chloro-2-(7-chloro-1,8-naphthyridin-2-yl)-1-isoindolinone | HCID 14182404 | — |
| Reactant | HCID 86745626 | HCID 86745626 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 57225320 | HCID 57225320 | 38.6% |
Reaction Steps
Sodium (4-acetyl-1-piperazinyl)acetate (4.2 g) is added to a solution, maintained at a temperature in the region of 20° C., of 3-chloro-2-(7-chloro-1,8-naphthyridin-2yl)-1-isoindolinone (6.6 g) in anhydrous dimethylformamide (60 cc), and the reaction mixture is maintained for 15 hours at a temperature in the region of 20° C. 1,8-Diazabicyclo[5.4.0]undec-7-ene (3g) is then added, and the mixture is then stirred again for 24 hours at a temperature in the region of 20° C. The reaction mixture is taken up with water (250 cc) and extracted with methylene chloride (3×150 cc). After the organic phase has been washed with water and concentrated to dryness under reduced pressure (2.7 kPa), the residue obtained is recrystallized in ethanol. 2-(7-Chloro-1,8-naphthyridin-2-yl-)-3-oxo-1-isoindolinyl (4-acetyl-1-piperazinyl)acetate (3.7 g), m.p. 192° C., is thereby obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05102890 |
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| Source dataset | uspto-grants-1992_04 |
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| ORD ID | ord-a5cbc93c00814c67be3cac2ce13ac419 |
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| Source note | uspto-grants-1992_04 |
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