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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1497175Generated: October 31, 2026

Potassium Carbonate → HCID 86683009, compound

https://huagongshe.com/reaction/1497175

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantPyrrolidineHCID 31268—
ReactantHCID 86683008HCID 86683008—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
ProductHCID 86683009HCID 8668300973%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of pyrrolidine (0.093 ml, 1.13 mmol) in DMSO (7 ml) was added 6-chloro-4-(3-isopropyl-phenyl)-2-trifluoromethanesulfonyloxy-quinoline-3-carboxylic acid tert-butyl ester (prepared as described in example 78 step C, 400 mg, 0.76 mmol) and potassium carbonate (313 mg, 2.026 mmol) at 25° C. The resulting reaction mixture was stirred at 90° C. for 3 h. The reaction mixture was diluted with water (15 ml), and extracted with EtOAc (2×30 ml). The combined organic layers were dried over anhydrous Na2SO4, filtered, and concentrated in vacuo to give a crude residue which was purified by flash column chromatography (5-10% EtOAc in hexane) to afford 6-chloro-4-(3-isopropyl-phenyl)-2-pyrrolidin-1-yl-quinoline-3-carboxylic acid tert-butyl ester (250 mg, 73%) as pale yellow solid. LC-MS (ESI): LC-MS (ESI): 451 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09199938B2
Source datasetuspto-grants-2015_12
ORD IDord-ab61d5aaebe641a688d03825e180a2be
Source noteuspto-grants-2015_12