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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1618619Generated: November 2, 2026

Cesium carbonate → HCID 67285088, compound

https://huagongshe.com/reaction/1618619

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
Reactant4-chloro-3-methylquinolineHCID 256888—
ReactantBinap, (A+-)-HCID 634876—
Reactant3,3-Dimethyl-6-morpholinoindolineHCID 67284858—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventTolueneHCID 1140—
ProductHCID 67285088HCID 67285088—

Reaction Steps

Prepared according to procedure T using 4-(3,3-dimethylindolin-6-yl)morpholine (0.175 g, 0.754 mmol), 4-chloro-3-methylquinoline (0.134 g, 0.754 mmol), cesium carbonate (0.492 g, 1.5 mmol), Pd2(dba)3 (0.069 g, 0.075 mmol) and (±) BINAP (0.070 g, 0.113 mmol) in toluene (3 mL). After purification by HPLC 4-(3,3-dimethyl-6-(4-morpholinyl)-2,3-dihydro-1H-indol-1-yl)-3-methylquinoline was obtained. 1H NMR (400 MHz, MeOH) δ ppm 8.82 (1H, s), 8.07 (1H, d, J=8.2 Hz), 7.94 (1H, d, J=8.2 Hz), 7.73 (1H, m), 7.55 (1H, t, J=7.6 Hz), 7.10 (1H, d, J=8.2 Hz), 6.39 (1H, dd, J=8.2, 2.0 Hz), 5.59 (1H, s), 3.79 (1H, m), 3.76 (1H, m), 3.68 (4H, m), 2.89 (4H, m), 2.37 (3H, s), 1.50 (3H, s), 1.46 (3H, s). Mass Spectrum (ESI) m/e=375 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765940B2
Source datasetuspto-grants-2014_07
ORD IDord-d603d97b64a84a178d32d761c70ef51a
Source noteuspto-grants-2014_07