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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2076660Generated: November 1, 2026

Pyrrolidine → Tert-butyl 6-[({2'-cyano-4'-[(methoxycarbonyl)methyl]-1,1'-biphenyl-4-yl}oxy)methyl]-2-hydroxy-3-(trifluoromethyl)benzoate

https://huagongshe.com/reaction/2076660

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyrrolidineHCID 31268—
ReactantTert-butyl 2-[(tert-butoxycarbonyl)oxy]-6-[({2'-cyano-4'-[(methoxycarbonyl)methyl]-1,1'-biphenyl-4-yl}oxy)methyl]-3-(trifluoromethyl)benzoateHCID 67119222—
Solvent1,4-DioxaneHCID 31275—
ProductTert-butyl 6-[({2'-cyano-4'-[(methoxycarbonyl)methyl]-1,1'-biphenyl-4-yl}oxy)methyl]-2-hydroxy-3-(trifluoromethyl)benzoateHCID 6711911494.8%

Reaction Conditions

Temperature50 °C

Reaction Steps

Pyrrolidine (33 μl, 0.39 mmol) was added to a solution of crude tert-butyl 2-[(tert-butoxycarbonyl)oxy]-6-[({2′-cyano-4′-[(methoxycarbonyl)methyl]-1,1′-biphenyl-4-yl}oxy)methyl]-3-(trifluoromethyl)benzoate (125 mg) obtained in the above in 1,4-dioxane (4 ml), and the mixture was stirred at 50° C. for 2 hours. The residue obtained by removing the solvent under reduced pressure was purified by silica gel preparative thin layer chromatography (developing solvent: n-hexane/ethyl acetate=5/1) to give tert-butyl 6-[({2′-cyano-4′-[(methoxycarbonyl)methyl]-1,1′-biphenyl-4-yl}oxy)methyl]-2-hydroxy-3-(trifluoromethyl)benzoate (100 mg, 60%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07923573B2
Source datasetuspto-grants-2011_04
ORD IDord-914258f031d14e9d84a9f9206cb97e88
Source noteuspto-grants-2011_04