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 | 4-nitro-1H-pyrazole | HCID 16376 | — |
| Reactant | Di-tert-butyl azodicarboxylate | HCID 97268 | — |
| Reactant | Tert-butyl 4-hydroxypiperidine-1-carboxylate | HCID 643502 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | tert-butyl 4-(4-nitro-1H-pyrazol-1-yl)piperidine-1-carboxylate | HCID 56777238 | 53.7% |
Reaction Steps
1-Boc-4-hydroxy piperidine (2.6 g, 0.0132 mol), triphenylphosphine (4.1 g, 0.015 mol) and di-tert-butyl azodicarboxylate (3.9 g, 0.0172 mol) are added in portions to a solution of 4-nitro-1H-pyrazole (1.5 g, 0.0132 mol) in THF (40 ml) at 10-15° C. The reaction mixture is stirred at room temperature for 48 h. The mixture is evaporated in a rotary evaporator, and the crude material is chromatographed, giving 2.1 g of a white solid;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08969335B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-073fe50a50614ec3b89292f1482cdfb9 |
| Source note | uspto-grants-2015_03 |