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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1496871Generated: October 30, 2026

Sodium Carbonate → HCID 71237760, compound

https://huagongshe.com/reaction/1496871

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-Bromo-5-(trifluoromethyl)pyridineHCID 2736434—
ReactantHCID 71238419HCID 71238419—
CatalystHCID 178418476HCID 178418476—
SolventDimethylformamideHCID 6228—
ProductHCID 71237760HCID 7123776062.1%

Reaction Steps

500 mg (R)-4-{(R)-1-[7-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-quinolin-5-yloxy]-ethyl}-pyrrolidin-2-one (325 mg 2-Bromo-5-trifluoromethyl-pyridine, 46 mg Bis(triphenylphosphine)palladium(II) chloride, 1.96 mL 2N aqueous sodium carbonate and 10 mL DMF were heated at 80° C. for 18 hours. The reaction was partitioned between DCM and NaHCO3 (sat aq) then the organic layer was separated, dried over Na2SO4, filtered and concentrated in vacuo. The residue was purified by MPLC using a Hept/EtOAc/MeOH gradient to give 326 mg of (R)-4-{(R)-1-[7-(5-Trifluoromethyl-pyridin-2-yl)-quinolin-5-yloxy]-ethyl}-pyrrolidin-2-one as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09199937B2
Source datasetuspto-grants-2015_12
ORD IDord-b5e3004ce2fe40289a6458de0bb5bac5
Source noteuspto-grants-2015_12