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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2407506Generated: November 1, 2026

Potassium Carbonate → 1-{4-[5-(2-Fluorobiphenyl-4-yl)[1,2,4]oxadiazol-3-yl]benzyl}piperidine-4,4-dicarboxylic acid benzyl ester 3,3-dimethyl-2-oxobutyl ester

https://huagongshe.com/reaction/2407506

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantBromopinacoloneHCID 21642—
Reactant1-{4-[5-(2-Fluorobiphenyl-4-yl)-[1,2,4]oxadiazol-3-yl]benzyl}piperidine-4,4-dicarboxylic acid benzyl esterHCID 59509431—
SolventDimethylformamideHCID 6228—
Product1-{4-[5-(2-Fluorobiphenyl-4-yl)[1,2,4]oxadiazol-3-yl]benzyl}piperidine-4,4-dicarboxylic acid benzyl ester 3,3-dimethyl-2-oxobutyl esterHCID 25126735—

Reaction Conditions

Temperature57.5 °C

Reaction Steps

50 mL N,N-dimethylformamide, 5 g of 1-{4-[5-(2-fluorobiphenyl-4-yl)[1,2,4]oxadiazol-3-yl]benzyl}piperidine-4,4-dicarboxylic acid benzyl ester, 1.8 g of anhydrous potassium carbonate and 2.3 mL of 1-bromo-3,3-dimethylbutan-2-one are added into a 3 neck round bottomed flask. The reaction mixture is heated to 55-60° C. and stirred for 20-60 min. After completion of reaction, the mixture is cooled to 25-30° C. and 100 mL of ice water are added. The slurry is stirred at 25-30° C. for about 30 min and filtered. The product is washed with 50 mL demineralized water, then by 20 mL isopropyl alcohol and suck dried for about 30 mins. Finally the product is dried at 35-40° C. under vacuum to yield 1-{4-[5-(2-fluorobiphenyl-4-yl)[1,2,4]oxadiazol-3-yl]benzyl}piperidine-4,4-dicarboxylic acid benzyl ester 3,3-dimethyl-2-oxobutyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809539B2
Source datasetuspto-grants-2014_08
ORD IDord-72d35a4d4e004f60ab84a54c6246e193
Source noteuspto-grants-2014_08