Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | HCID 90094671 | HCID 90094671 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 90095750 | HCID 90095750 | 100.2% |
Reaction Steps
NaH (0.382 g, 9.56 mmol) was added to a stirred, 0° C. mixture of dimethyl 2-(2-((4-fluorophenyl)amino)-2-oxoethyl)terephthalate (1.65 g, 4.78 mmol) in tetrahydrofuran (100 mL) and the mixture was stirred at 0° C. for 90 min. which turned into a red solution. The mixture was diluted with ethyl acetate (30 mL), washed with hydrochloric acid (0.5 M, 1×15 mL), water (10 mL), and brine (20 mL), dried (MgSO4), filtered and the solvent was evaporated under reduced pressure to give methyl 2-(4-fluorophenyl)-1,3-dioxo-1,2,3,4-tetrahydroisoquinoline-6-carboxylate (1.5 g, 4.79 mmol) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09290454B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-2df02788650d4affbf447d9c34e1242d |
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| Source note | uspto-grants-2016_03 |
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