Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitric Acid | HCID 944 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Chloroform methanol | HCID 21584188 | — |
| Reactant | HCID 56676937 | HCID 56676937 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 46944248 | HCID 46944248 | — |
Reaction Steps
To a suspension of compound 14 (100 mg, 0.22 mmol) in glacial acetic acid (2 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 to obtain compound SKC-BF-12 (40 mg, 40%) as an orange solid. TLC Rf=0.7 (CHCl3-MeOH, 9:1); 1H NMR (CDCl3) δ 7.87 (s, 1H), 7.57 (app s, 1H), 7.37 (dd, J=8.4 Hz, 2.0 Hz, 1H), 6.84 (d, J=8.3, 1H), 3.95 (s, 6H); MS (ES) m/z 471 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08614237B2 |
|---|
| Source dataset | uspto-grants-2013_12 |
|---|
| ORD ID | ord-8b8f1f45a5bf42b181f5c614417aa1f3 |
|---|
| Source note | uspto-grants-2013_12 |
|---|