Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitric Acid | HCID 944 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 56673617 | HCID 56673617 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 49820160 | HCID 49820160 | — |
Reaction Steps
To a suspension of compound 10d (100 mg, 0.29 mmol) in glacial acetic acid (1.5 mL) at room temperature was added nitric acid (0.1 mL, d 1.35) dropwise with vigorous stirring. The mixture was heated at 60° C. for 30 min, allowed to cool to room temperature, and poured into cold water. The resulting precipitate was filtered and recrystallized (CH2Cl2-pet. ether) to furnish compound SKC-BF-04 (50 mg, 53%) as a red solid. TLC Rf=0.4 (petroleum ether-EtOAc, 7:3); 1H NMR (CDCl3) δ 7.86-7.80 (m, 3H), 7.54 (s, 1H), 6.95 (d, J=9.0 Hz, 2H), 3.88 (s, 3H); MS (ES) m/z 317 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08614237B2 |
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| Source dataset | uspto-grants-2013_12 |
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| ORD ID | ord-4aaea69e28d140558ec9f543f8c5ce2a |
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| Source note | uspto-grants-2013_12 |
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