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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1616158Generated: November 2, 2026

Diethylamine → HCID 67281918, compound

https://huagongshe.com/reaction/1616158

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethylamineHCID 8021—
ReactantCesium carbonateHCID 10796—
ReactantHCID 67281879HCID 67281879—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67281918HCID 6728191872.2%

Reaction Steps

To a solution of methyl 2-[3-(bromomethyl)benzyl]-1-oxo-1,2-dihydroisoquinoline-7-carboxylate (0.10 g, 0.26 mmol) in tetrahydrofuran (7 mL) was added cesium carbonate (0.25 g, 0.78 mmol) and diethylamine (40 μL, 0.39 mmol). The reaction mixture was stirred at rt overnight. The mixture was diluted with water and extracted with EtOAc (2×). The combined organic phases were then washed with water, and brine, dried over anhydrous Na2SO4, filtered and concentrated. The residue was purified by flash silica gel chromatography (0% to 5% MeOH/DCM) to afford methyl 2-{3-[(diethylamino)methyl]benzyl}-1-oxo-1,2-dihydroisoquinoline-7-carboxylate (71 mg, 72%). LC-MS: (FA) ES+ 379.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08765773B2
Source datasetuspto-grants-2014_07
ORD IDord-4ddd34a4f8cc4c00abafc588edbc0c32
Source noteuspto-grants-2014_07