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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1951679Generated: October 27, 2026

Dimethyl Sulfoxide → HCID 86597681, compound

https://huagongshe.com/reaction/1951679

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
Reactant(3R,5S)-5-(Hydroxymethyl)pyrrolidin-3-OLHCID 15817396—
Reactant2-(3,5-bis-trifluoromethyl-phenyl)-N-[4-(2-bromo-phenyl)-6-chloro-pyridin-3-yl]-N-methyl-isobutyramideHCID 60002559—
SolventEthyl AcetateHCID 8857—
ProductHCID 86597681HCID 8659768148%

Reaction Conditions

Temperature130 °C

Reaction Steps

A mixture of 800 mg (1.38 mmol) 2-(3,5-bis-trifluoromethyl-phenyl)-N-[4-(2-bromo-phenyl)-6-chloro-pyridin-3-yl]-N-methyl-isobutyramide, 4 ml dimethyl sulfoxide and 1.15 g (6.9 mmol) (2S,4R)-2-(hydroxymethyl)-4-hydroxypyrrolidine was stirred at 130° C. for 24 h. The reaction mixture was cooled to room temperature, diluted with 100 ml ethyl acetate and washed with 200 ml 1 N sodium carbonate solution and 100 ml water. The combined aqueous layers were extracted twice with 100 ml ethyl acetate. The combined organic layers were dried over sodium sulfate and evaporated. Purification by flash chromatography gave 434 mg (48%) of the title compound as a yellow foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08404708B2
Source datasetuspto-grants-2013_03
ORD IDord-872da50ff4c2497cbc8ef958a54058c9
Source noteuspto-grants-2013_03