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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 710038Generated: October 30, 2026

Acetonitrile → (S)-1-(2-(5-((Dimethylamino)methyl)isoxazol-3-yl)pyrrolidin-1-yl)-2,2-difluoro-2-(1-hydroxy-3,3,5,5-tetramethylcyclohexyl)ethanone

https://huagongshe.com/reaction/710038

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetonitrileHCID 6342—
ReactantTetrahydrofuranHCID 8028—
ReactantEthyl AcetateHCID 8857—
Reactant(S)-(3-(1-(2,2-Difluoro-2-(1-hydroxy-3,3,5,5-tetramethylcyclohexyl)acetyl)pyrrolidin-2-yl)isoxazol-5-yl)methyl methanesulfonateHCID 86706749—
Product(S)-1-(2-(5-((Dimethylamino)methyl)isoxazol-3-yl)pyrrolidin-1-yl)-2,2-difluoro-2-(1-hydroxy-3,3,5,5-tetramethylcyclohexyl)ethanoneHCID 73672156—

Reaction Steps

The compound (160 mg) obtained in Example 3-(5) was dissolved in MeCN and after adding a THF solution of dimethyllamine (2 M, 250 μL), the mixture was stirred at room temperature for 3 hours. To the reaction mixture, AcOEt (50 ml) and a saturated aqueous solution of NaCO3 (50 ml) were added to separate the organic layer. The resulting organic layer was washed with brine (50 ml), dried (MgSO4), filtered and concentrated to give a crude product, which was further purified by silica gel chromatography (AcOEt/hexane) to give the titled compound (83 mg, colorless amorphous.)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181229B2
Source datasetuspto-grants-2015_11
ORD IDord-6bcebc64d7a64470aa40ec0ac8e1962a
Source noteuspto-grants-2015_11