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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1269770Generated: October 27, 2026

5-Nitro-1-(tetrahydro-2H-pyran-2-yl)-1H-indazole → 1-(Oxan-2-yl)-1H-indazol-5-amine

https://huagongshe.com/reaction/1269770

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Nitro-1-(tetrahydro-2H-pyran-2-yl)-1H-indazoleHCID 15147626—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
SolventEthyl AcetateHCID 8857—
Product1-(Oxan-2-yl)-1H-indazol-5-amineHCID 2293392755.3%

Reaction Steps

To a solution of 5-nitro-1-tetrahydro-2H-pyran-2-yl-1H-indazole (3.69 g, 14.9 mmol) in a mixture of ethyl acetate (50 ml) and ethanol (50 ml) was added 10% Pd—C (300 mg), followed by catalytic reduction at ordinary temperature and atmospheric pressure. After completion or the reaction, the catalyst was filtered off, and the filtrate was concentrated under reduced pressure. The resulting residue was suspended in ethyl acetate, and the solid precipitated was collected by filtration and dried under reduced pressure to obtain 1-tetrahydro-2H-pyran-2-yl-1H-indazol-5-amine (1.79 g, 55%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07199147B2
Source datasetuspto-grants-2007_04
ORD IDord-b9629c3b1b804869acdddbc9a48678fc
Source noteuspto-grants-2007_04