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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1445852Generated: October 31, 2026

Potassium Carbonate → 4-{2-[(3R)-3-(Fluoromethyl)pyrrolidin-1-yl]ethyl}-5-methyl-2-[4'-(methylsulfonyl)biphenyl-4-yl]-1,3-oxazole

https://huagongshe.com/reaction/1445852

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantTriphenylphosphineHCID 11776—
Reactant4-(Methanesulfonyl)phenylboronic acidHCID 2734364—
Reactant2-(4-Bromophenyl)-4-{2-[(3R)-3-(fluoromethyl)pyrrolidin-1-yl]ethyl}-5-methyl-1,3-oxazoleHCID 11632032—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
SolventAcetonitrileHCID 6342—
Product4-{2-[(3R)-3-(Fluoromethyl)pyrrolidin-1-yl]ethyl}-5-methyl-2-[4'-(methylsulfonyl)biphenyl-4-yl]-1,3-oxazoleHCID 1169078936.6%

Reaction Steps

Prepare using the method of Example 103 with palladium (II) acetate (0.003 g, 0.01 mmol), anhydrous acetonitrile (4 mL), triphenylphosphine (0.014 g, 0.05 mmol), distilled water (1 mL), 4-(methanesulfonyl)benzeneboronic acid (0.15 g, 0.71 mmol), 2-(4-bromophenyl)-4-{2-[(3R)-3-(fluoromethyl)pyrrolidin-1-yl]ethyl}-5-methyl-1,3-oxazole (See Example 112) (0.25 g, 0.68 mmol) and potassium carbonate (0.28 g, 2.04 mmol). Additionally triturate the resulting solid with 2:1 diethyl ether:ethyl acetate to give the title compound as a pale yellow coloured solid (0.11 g): MS (m/e): 443 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07666871B2
Source datasetuspto-grants-2010_02
ORD IDord-c72353d9d1d54f83b772567f6aeebb24
Source noteuspto-grants-2010_02