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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 714845Generated: October 30, 2026

Triphenylphosphine → tert-butyl 3-(4-nitro-1H-pyrazol-1-yl)azetidine-1-carboxylate

https://huagongshe.com/reaction/714845

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant4-nitro-1H-pyrazoleHCID 16376—
ReactantTert-butyl 3-hydroxyazetidine-1-carboxylateHCID 2756801—
ReactantDi-tert-butyl diazene-1,2-dicarboxylateHCID 6034084—
SolventTetrahydrofuranHCID 8028—
Producttert-butyl 3-(4-nitro-1H-pyrazol-1-yl)azetidine-1-carboxylateHCID 56777239111.7%

Reaction Steps

To a solution of 4-nitro-1H-pyrazole (2.0 g), tert-butyl 3-hydroxyazetidine-1-carboxylate (3.1 g) and triphenylphosphine (5.6 g) in tetrahydrofuran (20 mL) was added di-tert-butyl(E)-diazene-1,2-dicarboxylate (5.3 g) at room temperature, and the mixture was stirred overnight at room temperature. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (5.3 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187453B2
Source datasetuspto-grants-2015_11
ORD IDord-9a79757a48e844abb27dfb4fefa43f92
Source noteuspto-grants-2015_11