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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1967814Generated: November 3, 2026

Morpholine → HCID 23144522, compound

https://huagongshe.com/reaction/1967814

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMorpholineHCID 8083—
ReactantTriethylamineHCID 8471—
ReactantBromoacetyl bromideHCID 61147—
ReactantHCID 86060938HCID 86060938—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
ProductHCID 23144522HCID 2314452277%

Reaction Steps

Compound 419 (192 mg, 0.824 mmol) and triethylamine (0.379 mL, 2.72 mmol) were dissolved in THF (4 mL), and bromoacetyl bromide (0.215 mL, 2.47 mmol) was added thereto at 0° C., followed by stirring at room temperature for 1 hour. At 0° C., a solution (2 mL) of morpholine (1.08 mL, 12.4 mmol) in THF and triethylamine (1.73 mL, 12.4 mmol) was added to the reaction mixture, followed by stirring at room temperature for 1 hour. Water was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate, and then the solvent was distilled away under reduced pressure. The resulting residue was purified through silica gel column chromatography to afford the entitled Compound 421 (229 mg, 77%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08420827B2
Source datasetuspto-grants-2013_04
ORD IDord-deffaa29b4864c7c936084d392529213
Source noteuspto-grants-2013_04