HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → tert-butyl 4-(4-nitro-1H-pyrazol-1-yl)piperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | Tert-butyl 4-hydroxypiperidine-1-carboxylate | HCID 643502 | — |
| Reactant | HCID 178526745 | HCID 178526745 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | tert-butyl 4-(4-nitro-1H-pyrazol-1-yl)piperidine-1-carboxylate | HCID 56777238 | 57% |
Reaction Steps
To a solution of nitropyrazole (3.0 g, 25 mmol), tert-butyl 4-hydroxypiperidine-1-carboxylate (6.0 g, 30 mmol) and triphenylphosphine (7.9 g, 30 mmol) in THF (200 mL) at room temperature was added diisopropyl azodicarboxylate (6.0 g, 30 mmol) and the reaction mixture was stirred for 16 h. The reaction mixture was concentrated and the residue was purified by chromatography (silica, hexanes/ethyl acetate) to provide the desired product (4.2 g, 57%) as a white solid:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09345709B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-4b5d3a000b594e9892a2c6079212c6a3 |
| Source note | uspto-grants-2016_05 |