Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 710037Generated: October 30, 2026

Dimethylformamide → (S)-2,2-Difluoro-2-(1-hydroxy-3,3,5,5-tetramethylcyclohexyl)-1-(2-(5-((3,4,5-trimethoxyphenoxy)methyl)isoxazol-3-yl)pyrrolidin-1-yl)ethanone

https://huagongshe.com/reaction/710037

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant3,4,5-TrimethoxyphenolHCID 69505—
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—
SolventWaterHCID 962—
Product(S)-2,2-Difluoro-2-(1-hydroxy-3,3,5,5-tetramethylcyclohexyl)-1-(2-(5-((3,4,5-trimethoxyphenoxy)methyl)isoxazol-3-yl)pyrrolidin-1-yl)ethanoneHCID 7367215583.2%

Reaction Steps

To a DMF (1.0 mL) solution of the compound (20.8 mg) obtained in Example 3-(5) and 3,4,5-trimethoxyphenol (16.0 mg), K2CO3 (24.0 mg) was added and the mixture was stirred at room temperature for 30 minutes, then at 50° C. for 2 hours. The reaction mixture was added to water (20 mL) and the organic layer extracted with AcOEt (20 mL×2) was dried (MgSO4), filtered and concentrated to give a crude product, which was further purified by PTLC(NH-form) to give the titled compound (20.5 mg, colorless amorphous.)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181229B2
Source datasetuspto-grants-2015_11
ORD IDord-48611e1c37c140a2b0751f9e1d79a5f4
Source noteuspto-grants-2015_11