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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 896655Generated: October 31, 2026

Sodium Carbonate → HCID 20814970, compound

https://huagongshe.com/reaction/896655

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant3-(2-Methoxy-2-oxoethyl)phenylboronic acid, pinacol esterHCID 11097791—
Reactant8-Bromo-6-isopropyl-quinolineHCID 21865555—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 20814970HCID 20814970—

Reaction Conditions

Temperature21 °C

Reaction Steps

A solution of [3-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-acetic acid methyl ester from Step 2 (4 g, 14 mmol), 8-bromo-6-isopropylquinoline (3 g, 12 mmol), Na2CO3 (2M, 18 mL, 36 mmol) and Pd(PPh3)4 (692 mg, 0.6 mmol) in DMF (250 mL) was heated at 80° C. under N2 for 18 h. The resulting reaction mixture was cooled to 21° C. and diluted with water and ethyl acetate. The organic extracts were washed (H2O, brine), dried (MgSO4), filtered and concentrated. Purification by flash chromatography (eluting with hexane/ethyl acetate, 80:20) provided the [3-(6-Isopropyl-quinolin-8-yl)-phenyl]-acetic acid methyl ester compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06919353B2
Source datasetuspto-grants-2005_07
ORD IDord-5b287d9b692446beb1cf3e469962ecf2
Source noteuspto-grants-2005_07