Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Nitrate | HCID 24434 | — |
| Reactant | HCID 12368969 | HCID 12368969 | — |
| Solvent | Sulfuric Acid | HCID 1118 | — |
| Product | HCID 44248848 | HCID 44248848 | 79.9% |
Reaction Steps
Following the procedure of Block et al. (J. Med. Chem. 2002, 45, 3509), 5,6,9,10,11,12-hexahydro-4H,8H-cyclohepta[4,5]pyrrolo[3,2,1-ij]quinoline (1 g, 4.4 mmol) was stirred in concentrated sulfuric acid (12 mL) at 0° C. for 30 min and then KNO3 (0.45 g, 4.4 mmol) was introduced in portions. The reaction mixture was stirred for 2 hours at 0° C. and was then poured into ice water and extracted with ethyl acetate. The combined organic extracts were dried over MgSO4 and concentrated to give 0.95 g of 2-nitro-5,6,9,10,11,12-hexahydro-4H,8H-cyclohepta[4,5]pyrrolo[3,2,1-ij]quinoline as a brown solid. MS (ESI) m/z 271
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07662831B2 |
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| Source dataset | uspto-grants-2010_02 |
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| ORD ID | ord-2f4a66522a434d2d8f64d8ec57188905 |
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| Source note | uspto-grants-2010_02 |
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