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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 526173Generated: October 30, 2026

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

https://huagongshe.com/reaction/526173

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
ReactantTert-butyl 4-hydroxypiperidine-1-carboxylateHCID 643502—
ReactantHCID 178526745HCID 178526745—
SolventTetrahydrofuranHCID 8028—
Producttert-butyl 4-(4-nitro-1H-pyrazol-1-yl)piperidine-1-carboxylateHCID 5677723857%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09345709B2
Source datasetuspto-grants-2016_05
ORD IDord-4b5d3a000b594e9892a2c6079212c6a3
Source noteuspto-grants-2016_05