Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1770181Generated: November 2, 2026

Ethanol → 2-Octyl-5-[2-fluoro-4-(5-decylpyrimidine-2-yl)phenyl]indan

https://huagongshe.com/reaction/1770181

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantSodium CarbonateHCID 10340—
Reactant2-Fluoro-4-(5-decylpyrimidine-2-yl)phenyl triflateHCID 20095052—
Reactant2-Octylindane-5-boronic acidHCID 22099086—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
Product2-Octyl-5-[2-fluoro-4-(5-decylpyrimidine-2-yl)phenyl]indanHCID 2009504686.3%

Reaction Steps

0.53 g (1.93 mM of 2-octylindan-5-boronic acid, 0.80 g (1.73 mM) of 2-fluoro-4-(5-decylpyrimidine-2-yl)phenyl triflate, 1.5 ml of ethanol, 2.7 ml of toluene, 2.7 ml of 2M-sodium carbonate aqueous solution and 0.09 g of tetrakis (triphenylphosphine) palladium (0) were mixed and heat-refluxed for 130 minutes under stirring. After the reaction, the reaction mixture, water and toluene were added to followed by filtration under reduced pressure. The toluene layer was washed with a common salt aqueous solution followed by drying with anhydrous sodium sulfate. Then, the sodium sulfate was removed from the mixture and the resultant mixture was evaporated to obtain a residue. The residue was purified by silica gel column chromatography (eluent: toluene) and recrystallized from a mixture solvent (toluene/methanol) to obtain 0.81 g of 2-octyl-5-[2-fluoro-4-(5-decylpyrimidine-2-yl)phenyl]indan (Yield: 86.3%). ##STR314##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05385692
Source datasetuspto-grants-1995_01
ORD IDord-5ebd1f6055524708aa6f59f76a73ae66
Source noteuspto-grants-1995_01