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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 907040Generated: October 31, 2026

Water → HCID 59273050, compound

https://huagongshe.com/reaction/907040

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium MethoxideHCID 10942334—
ReactantHCID 59273019HCID 59273019—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 59273050HCID 5927305050.3%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution (5 mL) of 2-fluoro-4-[(2S,3S,5R)-3-hydroxy-2,3,5-trimethylpyrrolidin-1-yl]benzonitrile (47.6 mg) in DMSO was added sodium methoxide (35 mg) and the mixture was stirred at 100° C. for 3.5 hr. Sodium methoxide (130 mg) was added, and the mixture was stirred at 100° C. for 4.5 hr. The reaction mixture was added to water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=50/1→2/3) to give the title compound as a colorless solid (yield: 25.1 mg, yield: 50%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08013008B2
Source datasetuspto-grants-2011_09
ORD IDord-b60b4af7ffca42aea42302e3fd7ac7a5
Source noteuspto-grants-2011_09