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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 449882Generated: October 29, 2026

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

https://huagongshe.com/reaction/449882

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant4-nitro-1H-pyrazoleHCID 16376—
ReactantTetrahydro-4H-pyran-4-olHCID 74956—
SolventTetrahydrofuranHCID 8028—
Product4-nitro-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazoleHCID 59186296175.5%

Reaction Conditions

Temperature25 °C

Reaction Steps

4-nitro-1H-pyrazole (0.15 g, 1.3 mmol), tetrahydro-2H-pyran-4-ol (0.14 g, 1.3 mmol), DIPAD (0.35 g, 1.7 mmol), PPh3 (0.42 g, 1.6 mmol) were dissolved in THF (5 mL) and the resulting mixture was stirred at 25° C. for 3 hours. The mixture was concentrated under reduced pressure and the residue was purified by column chromatography (EtOAc/petroleum ether=6/1) to give 4-nitro-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazole (0.45 g). 1H NMR (500 MHz, CDCl3): δ 8.19 (s, 1H), 8.10 (s, 1H), 4.38 (m, 1H), 4.16-4.12 (m, 2H), 3.57-3.53 (m, 2H), 2.17-2.05 (m, 4H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08486950B2
Source datasetuspto-grants-2013_07
ORD IDord-9b03d916f3d349108a8b54a22349feec
Source noteuspto-grants-2013_07