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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1618616Generated: November 1, 2026

Cesium carbonate → HCID 50940106, compound

https://huagongshe.com/reaction/1618616

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantBinap, (A+-)-HCID 634876—
ReactantHCID 10514940HCID 10514940—
Reactant3,3-Dimethyl-6-morpholinoindolineHCID 67284858—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 50940106HCID 50940106—

Reaction Steps

Prepared according to procedure T using 4-(3,3-dimethylindolin-6-yl)morpholine (0.2 g, 0.86 mmol), 7,9-dichloro-1,2,3,4-tetrahydroacridine (0.434 g, 1.72 mmol), cesium carbonate (0.561 g, 1.72 mmol), Pd2(dba)3 (0.079 g, 0.086 mmol) and (±) BINAP (0.084 g, 0.129 mmol) in 1,4-dioxane (2 mL). The crude residue was purified by HPLC to give 7-chloro-9-(3,3-dimethyl-6-(4-morpholinyl)-2,3-dihydro-1H-indol-1-yl)-1,2,3,4-tetrahydroacridine. 1H NMR (500 MHz, DMSO-d6) δ ppm 8.04 (1H, d, J=9.5 Hz), 7.85 (2H, m), 7.14 (1H, d, J=8.3 Hz), 6.47 (1H, d, J=8.3 Hz), 5.84 (1H, s), 3.90 (2H, m), 3.60 (4H, m), 3.17 (2H, t, J=6.4 Hz), 2.89 (4H, m), 2.59 (2H, m), 1.79 (4H, m) 1.41 (3H, s), 1.37 (3H, s). Mass Spectrum (ESI) m/e=449 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765940B2
Source datasetuspto-grants-2014_07
ORD IDord-1c85c1904dd04ad0858cae48041562f1
Source noteuspto-grants-2014_07