Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phthalimide | HCID 6809 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | HCID 66831356 | HCID 66831356 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58796945 | HCID 58796945 | — |
Reaction Steps
A 500 mL of round-bottom flask was charged with 3-bromo-2-(1-hydroxyethyl)-4H-pyrido[1,2-a]pyrimidin-4-one (0.76 g, 2.86 mmol), phthalimide (0.504 g, 3.43 mmol) and PPh3 (0.899 g, 3.43 mmol) in THF (20 mL) followed by the dropwise addition of diisopropylazodicarboxylate (0.675 g, 3.43 mmol) in THF (3 mL). The reaction mixture was stirred overnight at rt. After the completion of the reaction, monitored by TLC, the reaction mass was cond under vacuum and purified by silica gel column chromatography using 5 to 35% EtOAc in hexane to provide 2-(1-(3-bromo-4-oxo-4H-pyrido[1,2-a]pyrimidin-2-yl)ethyl)isoindoline-1,3-dione as light yellow solid: 1HNMR (400 MHz, DMSO-d6): δ8.95-8.96 (dd,1H), 8.00-8.06 (m,1H), 7.8 (s,4H), 7.5-7.6 (m,2H), 7.4 (d,1H), 5.6 (q,1H), 1.84 (d,3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08754089B2 |
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| Source dataset | uspto-grants-2014_06 |
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| ORD ID | ord-1b62055a3a924f0e9e7f1f8b5f9d963e |
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| Source note | uspto-grants-2014_06 |
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