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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2206931Generated: November 1, 2026

tert-Butyl methyl ether → HCID 87158512, compound

https://huagongshe.com/reaction/2206931

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl methyl etherHCID 15413—
ReactantAmmonium cerium-nitrateHCID 57418452—
ReactantHCID 87158462HCID 87158462—
SolventDimethylformamideHCID 6228—
ProductHCID 87158512HCID 87158512—

Reaction Steps

N-{4-[3-(3,5-dichloro-2-fluorophenyl)-3-(trifluoromethyl)pyrrolidin-1-yl]-2-(trifluoro-methyl)benzyl}cyclopropanecarboxamide (0.18 g) was dissolved in N,N-dimethylformamide (5 ml), cooled by using an ice bath, and then stirred. To the solution, a 1 M aqueous solution of cerium ammonium nitrate (IV) (0.72 ml) was added dropwise and stirred in an ice bath for 2 minutes. After that, t-butyl methyl ether was added for dilution and the organic layer was washed with water, an aqueous solution of sodium thiosulfate and saturated brine in that order. The organic layer was dried over magnesium sulfate, filtered and concentrated under reduced pressure, and the residue obtained was purified by column chromatography to obtain N-{4-[3-(3,5-dichloro-2-fluorophenyl)-2-hydroxy-3-(trifluoromethyl)pyrrolidin-1-yl]-2-(trifluoromethyl)benzyl}cyclopropanecarboxamide (0.08 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09375000B2
Source datasetuspto-grants-2016_06
ORD IDord-2819cd34da8e4fb2b34813ff1c977ffe
Source noteuspto-grants-2016_06