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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1618639Generated: October 29, 2026

Cesium carbonate → HCID 50939991, compound

https://huagongshe.com/reaction/1618639

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantBinap, (A+-)-HCID 634876—
Reactant4,6-Dichloro-3-ethyl-2-methylquinolineHCID 63409153—
Reactant3,3-Dimethyl-6-morpholinoindolineHCID 67284858—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 50939991HCID 50939991—

Reaction Steps

Prepared according to procedure T using 4-(3,3-dimethylindolin-6-yl)morpholine (0.033 g, 0.139 mmol), 4,6-dichloro-3-ethyl-2-methylquinoline (0.04 g, 0.167 mmol), cesium carbonate (0.091 g, 0.278 mmol), Pd2(dba)3 (0.013 g, 0.014 mmol) and (±) BINAP (0.013 g, 0.021 mmol) in 1,4-dioxane (1 mL). After purification by HPLC 6-chloro-4-(3,3-dimethyl-6-(4-morpholinyl)-2,3-dihydro-1H-indol-1-yl)-3-ethyl-2-methylquinoline was obtained: 1H NMR (500 MHz, chloroform-d) δ ppm 8.40 (1H, d, J=9.0 Hz), 7.72 (1H, d, J=9.0 Hz), 7.68 (1H, s), 7.13 (1H, s), 6.57 (1H, d, J=8.1 Hz), 5.73 (1H, br. s.), 3.75 (4H, m), 2.97 (6H, br. s.), 1.44 (5H, d, J=16.4 Hz), 1.19 (6H, m), 0.80 (3H, d, J=15.4 Hz). Mass Spectrum (ESI) m/e=436 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765940B2
Source datasetuspto-grants-2014_07
ORD IDord-2be820cf248b406d9ceca9417fcb1a98
Source noteuspto-grants-2014_07