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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1692710Generated: November 2, 2026

Dichloromethane → 6-(tetrahydropyran-4-yl)-1H-indazole-3-carboxylic acid

https://huagongshe.com/reaction/1692710

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantTriethylsilaneHCID 12052—
Reactant6-(4-hydroxytetrahydropyran-4-yl)-1H-indazole-3-carboxylic acid tert-butyl esterHCID 66702558—
SolventTrifluoroacetic acidHCID 6422—
Product6-(tetrahydropyran-4-yl)-1H-indazole-3-carboxylic acidHCID 6670259160%

Reaction Steps

6-(4-Hydroxytetrahydropyran-4-yl)-1H-indazole-3-carboxylic acid tert-butyl ester (1.0 mmol) was dissolved in trifluoroacetic acid (5 mL), triethylsilane (2 mL), and dichloromethane (3 mL) and the mixture was refluxed for 16 h. The solvent was removed in vacuo and the residue was triturated with ethyl acetate to provide 6-(tetrahydropyran-4-yl)-1H-indazole-3-carboxylic acid (60%) as a tan solid. The acid was coupled with the bicyclobase according to procedure A.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158629B2
Source datasetuspto-grants-2012_04
ORD IDord-7bb9ea43c9aa44b596c37d49207b1d00
Source noteuspto-grants-2012_04