HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 67027251, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 4-Bromopyrazole | HCID 16375 | — |
| Reactant | 1-Boc-3-hydroxypiperidine | HCID 545699 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 67027251 | HCID 67027251 | 88.4% |
Reaction Steps
DIAD (1.18 ml, 6.0 ml) was added dropwise to a solution of 4-bromopyrazole (0.74 g, 5.0 mmol), 3-hydroxy-1-tert-butoxycarbonylpiperidine (1.00 g, 5.0 mmol) and triphenylphosphine (1.57 g, 6.0 mmol) in THF (50 ml) at 0° C. The mixture was allowed to warm to room temperature and stirred overnight. The reaction was partitioned between water and ethyl acetate. The organic fractions were washed with water and brine, dried (MgSO4), filtered and concentrated under reduced pressure. The residue was purified by column chromatography (50% EtOAc/Petrol) to give the product (1.46 g). MS: [M+H]+=332.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08796244B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-590f735b0ffb49c2bcdc00d6e3c22b6e |
| Source note | uspto-grants-2014_08 |