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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1517080Generated: October 27, 2026

Tetrabutylammonium Fluoride → N-[5-Methyl-6-(4-pyrrolidin-1-yl-piperidine-1-carbonyl)-3-(3-trifluoromethyl-phenyl)-pyridin-2-yl]-methanesulfonamide

https://huagongshe.com/reaction/1517080

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrabutylammonium FluorideHCID 2724141—
ReactantN-{5-Methyl-6-[(4-pyrrolidin-1-ylpiperidin-1-yl)carbonyl]-3-[3-(trifluoromethyl)phenyl]pyridin-2-yl}-N-(methylsulfonyl)methanesulfonamideHCID 57441126—
SolventTetrahydrofuranHCID 8028—
ProductN-[5-Methyl-6-(4-pyrrolidin-1-yl-piperidine-1-carbonyl)-3-(3-trifluoromethyl-phenyl)-pyridin-2-yl]-methanesulfonamideHCID 5744114767.6%

Reaction Steps

To a solution of 0.13 g (0.2 mmol) of N-{5-methyl-6-[(4-pyrrolidin-1-ylpiperidin-1-yl)carbonyl]-3-[3-(trifluoromethyl)phenyl]pyridin-2-yl}-N-(methylsulfonyl)methanesulfonamide (intermediate 4) in 2.0 ml of THF was added 0.2 ml (0.2 mmol) of a tetrabutylammonium fluoride solution (1M in THF) and the reaction mixture was subsequently heated up to reflux. After 4 days, the solvent was evaporated and the crude product purified by flash column chromatography (CH2Cl2/MeOH 98:2 to 4:1) to give 0.069 g (64%) of the title compound as yellow amorphous solid. MS: 511.3 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08227613B2
Source datasetuspto-grants-2012_07
ORD IDord-5d6fc428d65a482bb78d7233f9fbe682
Source noteuspto-grants-2012_07