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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 19536Generated: October 25, 2026

Pyridine → 6-morpholine-4-ylmethyl-1-oxo-3-phenyl-1H-indene-2-carboxylic acid ethyl ester

https://huagongshe.com/reaction/19536

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPyridineHCID 1049—
ReactantMorpholineHCID 8083—
Reactant6-bromomethyl-1-oxo-3-phenyl-1H-indene-2-carboxylic acid ethyl esterHCID 68697546—
SolventDimethylformamideHCID 6228—
Product6-morpholine-4-ylmethyl-1-oxo-3-phenyl-1H-indene-2-carboxylic acid ethyl esterHCID 6869407616.1%

Reaction Steps

6-Bromomethyl-1-oxo-3-phenyl-1H-indene-2-carboxylic acid ethyl ester (1.1 g, 2.96 mmol) obtained in Step 5 was dissolved in N,N-dimethyl formamide. Pyridine (264 μl, 3.26 mmol) and morpholine (284 μl, 3.26 mmol) were added thereto, followed by stirring for 2 hrs. Upon the completion of the reaction, the resulting mixture washed successively with saturated ammonium chloride and saline and extracted with ethyl acetate. The organic layer was separated, dried over anhydrous MgSO4 and concentrated under a reduced pressure. The resulting residue was purified by flash chromatography to obtain 180 mg of the titled compound (yield: 16.1%) in red oil state.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07745439B2
Source datasetuspto-grants-2010_06
ORD IDord-3abde345c04a418790cbecc6d4b73253
Source noteuspto-grants-2010_06