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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2243083Generated: October 31, 2026

Phenylboronic Acid → HCID 10999447, compound

https://huagongshe.com/reaction/2243083

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenylboronic AcidHCID 66827—
ReactantBarium hydroxideHCID 6093286—
Reactant2-Chloro-6-nitroquinolineHCID 10921723—
CatalystDichlorobis(triphenylphosphine)palladiumHCID 6102075—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 10999447HCID 10999447—

Reaction Steps

2-Chloro-6-nitroquinoline (10.5 g, 50.4 mmol) (Byoung S. L. et al. Heterocycles. 1998, 48.12, 65), phenylboronic acid (7.4 g, 60.4 mmol), palladium dichloride bis(triphenylphosphine) (0.70 g, 1.01 mmol) and barium hydroxide (38.1 g, 0.121 mol) in 200 ml of anhydrous THF are stirred at 65° C. for 20 hours. The mixture is diluted with water, extracted with CH2Cl2 and evaporated, and the residue is chromatographed on silica gel (1/1 hexane/ethyl acetate). Yield: 7.8 g (62%); IR (KBr): 3475, 3357, 1592, 1479 cm−1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07674809B2
Source datasetuspto-grants-2010_03
ORD IDord-099cc84aef6a4df68330894a3fb2c6e9
Source noteuspto-grants-2010_03