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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1618623Generated: November 1, 2026

Cesium carbonate → HCID 50940109, compound

https://huagongshe.com/reaction/1618623

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCesium carbonateHCID 10796—
ReactantBinap, (A+-)-HCID 634876—
ReactantHCID 63408830HCID 63408830—
Reactant3,3-Dimethyl-6-morpholinoindolineHCID 67284858—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 50940109HCID 50940109—

Reaction Steps

Prepared according to procedure T using 4-(3,3-dimethylindolin-6-yl)morpholine (0.2 g, 0.86 mmol), 4,6-dichloro-2,3,8-trimethylquinoline (0.413 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). After purification by HPLC 6-chloro-4-(3,3-dimethyl-6-(4-morpholinyl)-2,3-dihydro-1H-indol-1-yl)-2,3,8-trimethylquinoline was obtained. 1H NMR (500 MHz, DMSO-d6) δ ppm 7.56-7.60 (2H, m), 7.05 (1H, d, J=8.3 Hz), 6.25 (1H, dd, J=8.1, 2.2 Hz), 5.44 (1H, d, J=2.2 Hz), 3.68 (1H, m), 3.58 (4H, m), 2.85 (5H, d, J=4.9 Hz), 2.71 (6H, d, J=13.2 Hz), 2.20 (3H, s), 1.42 (6H, d, J=17.9 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-0c31c310f3484b408ae7ce22895fd905
Source noteuspto-grants-2014_07