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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2376493Generated: October 30, 2026

Water → HCID 23114284, compound

https://huagongshe.com/reaction/2376493

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPyrrolidineHCID 31268—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 86618058HCID 86618058—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 23114284HCID 2311428444.2%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 2,2,2-trichloroethyl(3-(4-isopropylphenyl)-4,6,7-trimethyl-2,3-dihydro-1-benzofuran-5-yl)carbamate (353 mg, 0.75 mmol) obtained in Example 138 and pyrrolidine (0.076 mL, 0.9 mmol) in dimethylsulfoxide (5 mL) was added diisopropylethylamine (0.13 mL, 0.75 mmol) at room temperature, and the resulting mixture was heated at 50° C. and reacted for 16 hours. The reaction solution was cooled to room temperature and poured into water, and the product was extracted with ethyl acetate. The organic layer was washed with an aqueous saturated sodium hydrogen carbonate solution, dried over sodium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1) to obtain 130 mg (yield: 44%) of the title compound. Melting point: 186-188° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07465815B2
Source datasetuspto-grants-2008_12
ORD IDord-917e02abd4e44faca2c5b88dc4166485
Source noteuspto-grants-2008_12