Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitric Acid | HCID 944 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Chloroform methanol | HCID 21584188 | — |
| Reactant | HCID 56670102 | HCID 56670102 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 49820312 | HCID 49820312 | — |
Reaction Steps
To a suspension of compound 22 (100 mg, 0.25 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 3 h, left to cool for 30 min, and poured into cold water. The resulting precipitate was filtered and recrystallized to afford compound SKC-BF-11 (50 mg, 49%) as an orange solid. TLC Rf=0.6 (CHCl3-MeOH, 9:1); 1H NMR (CDCl3) δ 7.90 (s, 1H), 7.13 (s, 2H), 3.95 (s, 3H), 3.88 (s, 6H); MS (ES) m/z 411 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08614237B2 |
|---|
| Source dataset | uspto-grants-2013_12 |
|---|
| ORD ID | ord-74059381ae844d54b6720ac27cd8bb41 |
|---|
| Source note | uspto-grants-2013_12 |
|---|