Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | N-bromobutanimide | HCID 67184 | — |
| Reactant | HCID 131727755 | HCID 131727755 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 68971616 | HCID 68971616 | 83% |
Reaction Steps
To a solution of (±)-cis tert-butyl 6-methoxy-3,3a,4,5-tetrahydro-1H-pyrrolo[3,4-c]quinoline-2(9bH)-carboxylate from Example 10, Part B (0.39 g, 1.28 mmol) in 8 mL of THF and 4 mL of DMF at −30° C. was added N-bromosuccinimide (0.15 g, 1.34 mmol). The reaction was stirred at −30° C. for 1 h and then was diluted with water and ethyl acetate. The organics were washed with water and brine, dried (Na2SO4) and concentrated in vacuo to afford 0.41 g (83%) of the title compound which was used without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07618980B2 |
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| Source dataset | uspto-grants-2009_11 |
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| ORD ID | ord-30bf1d1f7e73477ba32a7129e75b21d2 |
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| Source note | uspto-grants-2009_11 |
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