HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 86686565, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 4-nitro-1H-pyrazole | HCID 16376 | — |
| Reactant | Dicyclopropylmethanol | HCID 84336 | — |
| Reactant | DIAD toluene | HCID 66880968 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86686565 | HCID 86686565 | 17.9% |
Reaction Steps
To a solution of 4-nitro-1H-pyrazole (500 mg), dicyclopropylmethanol (0.92 g) and triphenylphosphine (2.3 g) in THF (10 mL) was added diisopropyl azodicarboxylate toluene (1.9M, 4.6 mL) solution at room temperature. The reaction mixture was stirred at room temperature for 2 hr, water was added thereto, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. A suspension of the obtained residue and palladium on carbon (1 g) in methanol (30 mL) was stirred at room temperature for 12 hr under a hydrogen atmosphere, filtered, and concentrated under reduced pressure. The residue was purified by preparative HPLC to give the title compound (140 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09090586B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-54b41e3b59524d6786f01fef0bdae612 |
| Source note | uspto-grants-2015_07 |