HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 4-nitro-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 4-nitro-1H-pyrazole | HCID 16376 | — |
| Reactant | Tetrahydro-4H-pyran-4-ol | HCID 74956 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-nitro-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazole | HCID 59186296 | 23% |
Reaction Steps
To a stirred solution of tetrahydro-2H-pyran-4-ol (1 equiv), 4-nitro-1H-pyrazole (1 equiv) and triphenylphosphine (1.2 equiv) in THF (1.0 M) was added diisopropyl azodicarboxylate (1.5 equiv) in THF (2.0 M) at 0° C. The mixture was stirred at room temperature overnight. The crude product was purified by silica gel chromatography (2.5% MeOH in DCM) to afford the desired product (23% yield) as a white solid. MS (ESI) m/z 198.1 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09428509B2 |
| Source dataset | uspto-grants-2016_08 |
| ORD ID | ord-127625a3e89d42c89eaccc9869c9bbb3 |
| Source note | uspto-grants-2016_08 |