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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 497638Generated: October 30, 2026

Ethyl Acetate → N-(6-(4-chlorophenyl)-1H-indazol-3-yl)butyramide

https://huagongshe.com/reaction/497638

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantHCID 22319489HCID 22319489—
SolventTetrahydrofuranHCID 8028—
ProductN-(6-(4-chlorophenyl)-1H-indazol-3-yl)butyramideHCID 22319587—

Reaction Conditions

Temperature65 °C

Reaction Steps

9.5 cm3 of tetrabutylammonium fluoride as a 1M solution in tetrahydrofuran are added to a solution of 600 mg of N-[6-(4-chlorophenyl)-1-[[2-(trimethylsilyl)ethoxy]-methyl]-1H-indazol-3-yl]butanamide, prepared previously, in 20 cm3 of tetrahydrofuran, the reaction medium is then heated at about 65° C. for 18 hours and the heating is stopped to add 40 cm3 of ethyl acetate. The organic phase is washed with 2×30 cm3 of saturated aqueous sodium hydrogen carbonate solution and then with 30 cm3 of saturated aqueous sodium chloride solution. The organic phase is dried over magnesium sulphate, filtered and evaporated under reduced pressure (2 kPa; 50° C.). After drying (90 Pa; 50° C.), 238 mg of N-[6-(4-chlorophenyl)-1H-indazol-3-yl]butanamide are obtained in the form of a beige-coloured powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06949579B2
Source datasetuspto-grants-2005_09
ORD IDord-63672352fcf84c4381ac2a9805e1c63d
Source noteuspto-grants-2005_09