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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2426285Generated: November 1, 2026

(2H-1,3-benzodioxol-5-yl)boronic acid → HCID 57863157, compound

https://huagongshe.com/reaction/2426285

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(2H-1,3-benzodioxol-5-yl)boronic acidHCID 2734371—
Reactant2-Chloro-6-nitroquinolineHCID 10921723—
ReactantBarium hydroxide, octahydrateHCID 17749109—
CatalystPalladium ChlorideHCID 24290—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57863157HCID 5786315727.2%

Reaction Steps

2-chloro-6-nitroquinoline (5.2 g, 25 mmol) (prepared according to Byoung S. L. et al. Heterocycles. 1998, 48.12, 65), 3,4-(methylenedioxy)phenylboronic acid (5.0 g, 30 mmol), palladium dichloride bis(triphenilphosphine) (350 mg, 0.5 mmol) and barium hydroxide octahydrate (18.9 g, 60 mmol) in 150 ml of anhydrous THF are stirred at 65° C. for 20 hours. The mixture of reaction is evaporated under vacuum and the residue is chromatographed on silica gel (CH2Cl2) to afford 2.0 g (27%) of the titled product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968558B2
Source datasetuspto-grants-2011_06
ORD IDord-459249bb05194f7ea2871188b2f38bfd
Source noteuspto-grants-2011_06