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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1487663Generated: October 31, 2026

Triphenylphosphine → 4-nitro-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazole

https://huagongshe.com/reaction/1487663

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant4-nitro-1H-pyrazoleHCID 16376—
ReactantTetrahydro-4H-pyran-4-olHCID 74956—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
SolventTetrahydrofuranHCID 8028—
Product4-nitro-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazoleHCID 5918629623%

Reaction Steps

To a stirred solution of tetrahydro-2H-pyran-4-ol (1 equiv), 4-nitro-1H-pyrazole (1 equiv) and triphenylphosphine (1.2 equiv) in THF (1.0 M) was added diisopropyl azodicarboxylate (1.5 equiv) in THF (2.0 M) at 0° C. The mixture was stirred at room temperature overnight. The crude product was purified by silica gel chromatography (2.5% MeOH in DCM) to afford the desired product (23% yield) as a white solid. MS (ESI) m/z 198.1 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09428509B2
Source datasetuspto-grants-2016_08
ORD IDord-127625a3e89d42c89eaccc9869c9bbb3
Source noteuspto-grants-2016_08