HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → HCID 178506021, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Acetonitrile | HCID 6342 | — |
| Reactant | Selectfluor | HCID 2724933 | — |
| Reactant | 5-bromo-1-(oxan-2-yl)-1H-indazole | HCID 53433826 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 178506021 | HCID 178506021 | 78.2% |
Reaction Steps
A mixture of 5-bromo-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole (10.0 g, 35.7 mmol; Intermediate 1), acetic acid (4 mL), Selectfluor (25.3 g, 71.4 mmol), and acetonitrile (100 mL) was refluxed under N2 for 2 h. The reaction was allowed to cool to rt, diluted with ethyl acetate (420 mL), and then washed with water (270 mL). The organic layer was dried over Na2SO4 and concentrated in vacuo. The residue was purified on a silica gel column using EtOAc in petroleum ether (1:20) to afford the title compound as yellow solids (6.0 g, yield 78.1%). 1H NMR (DMSO-d6, 400 MHz): δ 12.77 (s, 1H), 7.96 (s, 1H), 7.54 (d, 1H), 7.48 (d, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08455534B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-537ef34d877b4eb3b1dd57af90b7d290 |
| Source note | uspto-grants-2013_06 |