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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1827460Generated: November 1, 2026

Dimethyl Sulfoxide → 6-Chloro-1-(tetrahydro-pyran-2-yl)-1H-indazole-3-carbaldehyde

https://huagongshe.com/reaction/1827460

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
Reactant[6-Chloro-1-(tetrahydro-pyran-2-yl)-1H-indazol-3-yl]-methanolHCID 22136538—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Product6-Chloro-1-(tetrahydro-pyran-2-yl)-1H-indazole-3-carbaldehydeHCID 2213656098%

Reaction Steps

A solution of [6-Chloro-1-(tetrahydro-pyran-2-yl)-1H-indazol-3-yl]-methanol (1.75 g, 6.58 mmol), IBX (2.76 g, 9.87 mmol) and DMSO (27 mL) was stirred overnight. The reaction was diluted in EtOAc and water. The layers were separated, and the aqueous was extracted with EtOAc (3×100 mL). The organics were combined and washed with saturated NaCl (100 mL). The organic was dried over MgSO4, filtered, and then concentrated to a solid. The solid was dissolved in CH2Cl2, and filtered. The organic was evaporated to yield the desired product (1.707 g, 92%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07053107B2
Source datasetuspto-grants-2006_05
ORD IDord-351d824f6538412aa306223e03e08d50
Source noteuspto-grants-2006_05