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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 347691Generated: October 30, 2026

Sodium Hydroxide → 2-(3,5-Bis-trifluoromethyl-phenyl)-N-(6'-chloro-2-methyl-[3,4]bipyridinyl-3'-yl)-N-methyl-isobutyramide

https://huagongshe.com/reaction/347691

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant2-(3,5-Bis(trifluoromethyl)phenyl)-2-methylpropanoyl chlorideHCID 11267141—
Reactant6'-Chloro-N,2-dimethyl-[3,4'-bipyridin]-3'-amineHCID 58694606—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product2-(3,5-Bis-trifluoromethyl-phenyl)-N-(6'-chloro-2-methyl-[3,4]bipyridinyl-3'-yl)-N-methyl-isobutyramideHCID 2108363573%

Reaction Steps

To a solution of 0.19 g (0.81 mmol) (6′-chloro-2-methyl-[3,4′]bipyridinyl-3′-yl)-methyl-amine in 8 ml THF were added 0.52 ml (0.83 mmol) of a 1.6 M solution of n-butyllithium in hexanes at −78° C. After 15 min 0.28 g (0.88 mmol) 2-(3,5-bis-trifluoromethyl-phenyl)-2-methyl-propionyl chloride were added. The reaction mixture was allowed to warm to room temperature during 30 min. After addition of a 0.2 M aqueous sodium hydroxide solution the mixture was extracted with three portions of dichloromethane. The combined organic layers were dried over sodium sulfate and concentrated. Flash chromatography gave 0.30 g (73%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07176205B2
Source datasetuspto-grants-2007_02
ORD IDord-10ef493617644c5e9c05a8790083ef81
Source noteuspto-grants-2007_02