Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitric Acid | HCID 944 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Pyrrolidine, 1-(2,3-dihydro-1H-inden-2-yl)- (9CI) | HCID 206203 | — |
| Product | HCID 89511757 | HCID 89511757 | — |
Reaction Steps
To a solution of Example 55A (8.38 g, 44.7 mmol) in TFA (320 ml, 4154 mmol) was added concentrated nitric acid (2.86 ml, 44.7 mmol) dropwise at 0° C. The mixture was stirred at 0-15° C. for 5 hours. The mixture was next concentrated then dissolved in 200 mL of ethyl acetate and the organic solution was poured into a separatory funnel and washed with saturated aqueous sodium bicarbonate (2×150 mL) and saturated aqueous brine (1×100 mL), dried over magnesium sulfate, filtered and concentrated. The crude was recrystallized in ethyl acetate/hexane mixture to give the title compound. MS (ESI) m/z 233.1 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09181239B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-a2eeec9e5521495a9a6b899f609f75a9 |
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| Source note | uspto-grants-2015_11 |
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